Herbicidal composition

ABSTRACT

A herbicidal composition that, in addition to comprising customary inert formulation adjuvants, comprises
         a) a compound of formula I 
                 
    wherein the substituents are as defined in claim 1, and b) a synergistically effective amount of one or more compounds of formulae 2.1 to 2.51. The compositions according to the invention may also comprise a safener.

This application is a continuation-in-part of PCT International Application No. PCT/EP01/00720, filed Jan. 23, 2001, claiming priority of Swiss Patent Application Nos. 139/00, filed Jan. 25, 2000, and 1150/00, filed Jun. 9. 2000, all of which are herein incorporated by reference.

The present invention relates to a novel herbicidal composition comprising a herbicidal active ingredient combination that is suitable for the selective control of weeds in crops of useful plants, for example in maize crops. The invention relates also to a method of controlling weeds in crops of useful plants, and to the use of the novel composition for that purpose.

The compounds of formula I

wherein the definitions of the substituents are given hereinbelow have herbicidal activity.

Surprisingly, it has now been shown that a combination of variable amounts of active ingredients, that is, of an active ingredient of formula I with one or more of the active ingredients of formulae 2.1 to 2.51 listed below, which are known and some of which are also commercially available, exhibits a synergistic action that is capable of controlling, both pre-emergence and post-emergence, the majority of weeds occurring especially in crops of useful plants.

There is therefore proposed in accordance with the present invention a novel synergistic composition for selective weed control that, in addition to customary inert formulation adjuvants, comprises as active ingredient a mixture of

-   -   a) a herbicidally effective amount of a compound of formula I     -    wherein each R is independently hydrogen, C₁-C₆alkyl,         C₂-C₆alkenyl, C₂-C₆haloalkenyl, C₂-C₆alkynyl, C₂-C₆haloalkynyl,         C₃-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkylthio,         C₁-C₆alkylsulfinyl, C₁-C₆alkylsulfonyl, C₁-C₆haloalkyl,         C₁-C₆haloalkylthio, C₁-C₆haloalkylsulfinyl,         C₁-C₆haloalkylsulfonyl, C₁-C₆alkoxycarbonyl, C₁-C₆alkylcarbonyl,         C₁-C₆alkylamino, di(C₁-C₆alkyl)amino, C₁-C₆alkylaminosulfonyl,         di(C₁-C₆alkyl)aminosulfonyl, —N(R₁)—S—R₂, —N(R₃)—SO—R₄,         —N(R₅)—SO₂—R₆, nitro, cyano, halogen, hydroxy, amino,         benzylthio, benzylsulfinyl, benzylsulfonyl, phenyl, phenoxy,         phenylthio, phenylsulfinyl or phenylsulfonyl; wherein the phenyl         group may itself be mono-, di- or tri-substituted by C₁-C₆alkyl,         C₁-C₆haloalkyl, C₃-C₆alkenyl, C₃-C₆haloalkenyl, C₃-C₆alkynyl,         C₃-C₆haloalkynyl, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₃-C₆alkenyloxy,         C₃-C₆alkynyloxy, mercapto, C₁-C₆alkylthio, C₁-C₆haloalkylthio,         C₃-C₆alkenylthio, C₃-C₆haloalkenylthio, C₃-C₆alkynylthio,         C₂-C₅alkoxyalkylthio, C₃-C₅acetylalkylthio,         C₃-C₆alkoxycarbonylalkylthio, C₂-C₄cyanoalkylthio,         C₁-C₆alkylsulfinyl, C₁-C₆haloalkylsu C₁-C₆alkylsulfonyl,         C₁-C₆haloalkylsulfonyl, aminosulfonyl, C₁-C₂alkylaminosulfonyl,         C₂-C₄dialkylaminosulfonyl, C₁-C₃alkylene-R₄₅, NR₄₆R₄₇, halogen,         cyano, nitro, phenyl or by benzylthio, wherein the latter phenyl         and benzylthio groups may themselves be substituted on the         phenyl ring by C₁-C₃alkyl, C₁-C₃haloalkyl, C₁-C₃alkoxy,         C₁-C₃haloalkoxy, halogen, cyano or by nitro;

-   or each R is independently a monocyclic or fused bicyclic ring     system having from 5 to 10 members, which may be aromatic or     partially saturated and may contain from 1 to 4 hetero atoms     selected from nitrogen, oxygen and sulfur; wherein the ring system     either is bound directly to the pyridine ring or is bound to the     pyridine ring via a C₁-C₄alkylene group, and each ring system may     not contain more than two oxygen atoms and may not contain more than     two sulfur atoms, and the ring system may itself be mono-, di- or     tri-substituted by C₁-C₆alkyl, C₁-C₆haloalkyl, C₃-C₆alkenyl,     C₃-C₆haloalkenyl, C₃-C₆alkynyl, C₃-C₆haloalkynyl, C₁-alkyl,     C₁-C₆haloalkoxy, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy, mercapto,     C₁-C₆alkylthio, C₁-C₆haloalkylthio, C₃-C₆alkenylthio,     C₃-C₆haloalkenylthio, C₃-C₆alkynylthio, C₂-C₅alkoxyalkylthio,     C₃-C₅acetylalkylthio, C₃-C₆alkoxycarbonylalkylthio,     C₂-C₄cyanoalkylthio, C₁-C₆alkylsulfinyl, C₁-C₆haloalkylsulfinyl,     C₁-C₆alkylsulfonyl, C₁-C₆haloalkylsulfonyl, aminosulfonyl,     C₁-C₂alkylamino-sulfonyl, C₂-C₄dialkylaminosulfonyl,     C₁-C₃alkylene-R₇, NR₈R₉, halogen, cyano, nitro, phenyl or by     benzylthio, wherein phenyl and benzylthio may themselves be     substituted on the phenyl ring by C₁-C₃alkyl, C₁-C₃haloalkyl,     C₁-C₃alkoxy, C₁-C₃haloalkoxy, halogen, cyano or by nitro, and     wherein the substituents on the nitrogen in the heterocyclic ring     are other than halogen; or

-   each R is independently C₁-C₄alkoxy-C₁-C₄alkyl or     C₁-C₄alkoxy-C₁-C₄alkoxy-C₁-C₄alkyl;

-   m is 1, 2, 3 or 4;

-   R₁, R₃ and R₅ are each independently of the others hydrogen or     C₁-C₆alkyl;

-   R₂ is NR₁₀R₁₁, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkyl,     C₁-C₆haloalkyl, C₃-C₆alkenyl, C₃-C₆-haloalkenyl, C₃-C₆alkynyl,     C₃-C₆haloalkynyl, C₃-C₆cycloalkyl or phenyl, wherein phenyl may     itself be substituted by C₁-C₃alkyl, C₁-C₃haloalkyl, C₁-C₃alkoxy,     C₁-C₃haloalkoxy, halogen, cyano or by nitro;

-   R₄ is NR₁₂R₁₃, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkyl,     C₁-C₆haloalkyl, C₃-C₆alkenyl, C₃-C₆-haloalkenyl, C₃-C₆alkynyl,     C₃-C₆haloalkynyl, C₃-C₆cycloalkyl or phenyl, wherein phenyl may     itself be substituted by C₁-C₃alkyl, C₁-C₃haloalkyl, C₁-C₃alkoxy,     C₁-C₃haloalkoxy, halogen, cyano or by nitro;

-   R₆ is NR₁₄R₁₅, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkyl,     C₃-C₆haloalkyl, C₃-C₆-haloalkenyl, C₃-C₆alkynyl, C₃-C₆haloalkynyl,     C₃-C₆cycloalkyl or phenyl, wherein phenyl may itself be substituted     by C₁-C₃alkyl, C₁-C₃haloalkyl, C₁-C₃alkoxy, C₁-C₃haloalkoxy,     halogen, cyano or by nitro;

-   R₇ and R₄₅ are each independently of the other C₁-C₃alkoxy,     C₂-C₄alkoxycarbonyl, C₁-C₃-alkylthio, C₁-C₃alkylsulfinyl,     C₁-C₃alkylsulfonyl or phenyl, wherein phenyl may itself be     substituted by C₁-C₃alkyl, C₁-C₃haloalkyl, C₁-C₃alkoxy,     C₁-C₃haloalkoxy, halogen, cyano or by nitro;

-   R₈, R₁₀, R₁₂, R₁₄ and R₄₆ are each independently of the others     hydrogen or C₁-C₆alkyl;

-   R₉, R₁₁, R₁₃, R₁₅ and R₄₇ are each independently of the others     C₁-C₆alkyl or C₁-C₆alkoxy;

-   Q is the group Q₁

-    wherein R₁₆, R₁₇, R₁₈ and Rig are each independently of the others     hydrogen, hydroxy, C₁-C₄alkyl, C₂-C₆alkenyl, C₂-C₆alkynyl,     C₁-C₄alkoxycarbonyl, C₁-C₆alkylthio, C₁-C₆alkylsulfinyl,     C₁-C₆alkylsulfonyl, C₁-C₄alkyl-NHS(O)₂, C₁-C₄haloalkyl,     —NH—C₁-C₄alkyl, —N(C₁-C₄alkyl)₂, C₁-C₆alkoxy, cyano, nitro, halogen,     or phenyl which may itself be substituted by C₁-C₄alkyl,     C₁-C₄haloalkyl, C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxycarbonyl, amino, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₆alkylthio, C₁-C₆alkylsulfinyl, C₁-C₆alkylsulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄haloalkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₄alkyl-S(O)₂N(C₁-C₄alkyl), halogen, nitro, COOH or by cyano; or     two adjacent substituents out of R₁₆, R₁₇, R₁₈ and R₁₉ form a     C₂-C₆alkylene bridge;

-   R₂₀ is hydroxy, O⁻M⁺, halogen, C₁-C₁₂alkoxy, C₁-C₁₂alkylcarbonyloxy,     C₂-C₄alkenylcarbonyloxy, C₃-C₆cycloalkylcarbonyloxy,     C₁-C₁₂alkoxycarbonyloxy, C₁-C₁₂alkylcarbonyloxy, R₂₁R₂₂N—C(O)O,     C₁-C₁₂alkylthio, C₁-C₁₂alkylsulfinyl, C₁-C₁₂alkylsulfonyl,     C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl, C₁-C₄haloalkylsulfonyl,     C₂-C₁₂alkenylthio, C₂-C₁₂alkenylsulfinyl, C₂-C₁₂alkenylsulfonyl,     C₂-C₁₂haloalkenylthio, C₂-C₁₂haloalkenylsulfinyl,     C₂-C₁₂haloalkenylsulfonyl, C₂-C₁₂alkynylthio, C₂-C₁₂alkynylsulfinyl,     C₂-C₁₂alkynylsulfonyl, C₁-C₄alkyl-S(O)₂O, phenyl-S(O)₂O,     (C₁-C₄alkoxy)₂P(O)O, C₁-C₄alkyl(C₁-C₄alkoxy)P(O)O,     H(C₁-C₄alkoxy)P(O)O, C₁-C₁₂-alkyl-S(CO)O, benzyloxy, phenoxy,     phenylthio, phenylsulfinyl or phenylsulfonyl, wherein the phenyl     group may itself be substituted by C₁-C₄alkyl, C₁-C₄haloalkyl,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxycarbonyl, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₄alkylthio, C₁-C₄alkylsulfinyl, C₁-C₄alkylsulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄haloalkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₄alkyl-S(O)₂N(C₁-C₄alkyl), halogen, nitro or by cyano; and

-   R₂₁ and R₂₂ are each independently of the other hydrogen or     C₁-C₄alkyl;

-   or is the group Q₂

-    wherein R₂₃ is hydroxy, O⁻M⁺, halogen, C₁-C₁₂alkoxy,     C₁-C₁₂alkylcarbonyloxy, C₂-C₄-alkenylcarbonyloxy,     C₃-C₆cycloalkylcarbonyloxy, C₁-C₁₂alkoxycarbonyloxy,     C₁-C₁₂alkyl-carbonyloxy, R₂₄R₂₅N—C(O)O, C₁-C₁₂alkylthio,     C₁-C₁₂alkylsulfinyl, C₁-C₁₂alkylsulfonyl, C₁-C₄haloalkylthio,     C₁-C₄haloalkylsulfinyl, C₁-C₄haloalkylsulfonyl, C₂-C₁₂alkenylthio,     C₂-C₁₂-alkenylsulfinyl, C₂-C₁₂alkenylsulfonyl,     C₂-C₁₂haloalkenylthio, C₂-C₁₂haloalkenylsulfinyl,     C₂-C₁₂-haloalkenylsulfonyl, C₂-C₁₂alkynylthio,     C₂-C₁₂alkynylsulfinyl, C₂-C₁₂alkynylsulfonyl, C₁-C₄alkyl-S(O)₂O,     phenyl-S(O)₂O, (C₁-C₄alkoxy)₂P(O)O, C₁-C₄alkyl(C₁-C₄alkoxy)P(O)O,     H(C₁-C₄alkoxy)P(O)O, C₁-C₁₂-alkyl-S(CO)O, benzyloxy, phenoxy,     phenylthio, phenylsulfinyl or phenylsulfonyl, wherein the phenyl     group may itself be substituted by C₁-C₄alkyl, C₁-C₄haloalkyl,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxycarbonyl, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₄alkylthio, C₁-C₄alkylsulfinyl, C₁-C₄alkylsulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄haloalkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₄alkyl-S(O)₂N(C₁-C₄alkyl), halogen, nitro or by cyano;

-   R₂₄ and R₂₅ are each independently of the other hydrogen or     C₁-C₄alkyl; and

-   Y is oxygen, sulfur, a chemical bond or a C₁-C₄alkylene bridge;

-   or is the group Q₃

-    wherein R₄₄, R₃₇, R₃₈ and R₃₉ are each independently of the others     hydrogen, C₁-C₆alkyl, C₁-C₆haloalkyl, C₂-C₆alkenyl, C₂-C₆alkynyl,     C₁-C₆alkoxycarbonyl, C₁-C₆alkylthio, C₁-C₆alkyl-sulfinyl,     C₁-C₆alkylsulfonyl, C₁-C₆alkyl-NHS(O)₂, C₁-C₆alkylamino,     di(C₁-C₆alkyl)amino, hydroxy, C₁-C₆alkoxy, C₃-C₆alkenyloxy,     C₃-C₆alkynyloxy, hydroxy-C₁-C₆alkyl,     C₁-C₄alkylsulfonyloxy,-C₁-C₆alkyl, tosyloxy-C₁-C₆alkyl, halogen,     cyano, nitro, phenyl, or phenyl substituted by C₁-C₄alkyl,     C₁-C₄haloalkyl, C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxycarbonyl, amino, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₆alkylthio, C₁-C₆alkylsulfinyl, C₁-C₆alkylsulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₆haloalkylthio, C₁-C₆haloalkylsulfinyl,     C₁-C₆haloalkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₆alkylthio-N(C₁-C₄alkyl), C₁-C₆alkylsulfinyl-N(C₁-C₄alkyl),     C₁-C₆alkylsulfonyl-N(C₁-C₄alkyl), halogen, nitro, COOH or by cyano;     or adjacent R₄₄ and R₃₇ or R₃₈ and R₃₉ together are C₃-C₆alkylene;

-   W is oxygen, sulfur, sulfinyl, sulfonyl, —CR₄₁R₄₂—, —C(O)— or     —NR₄₃—;

-   R₄₁ is hydrogen, C₁-C₄alkyl, C₁-C₄haloalkyl, C₁-C₄alkoxy-C₁-C₄alkyl,     C₁-C₄alkylthio-C₁-C₄alkyl, C₁-C₄alkylcarbonyloxy-C₁-C₄alkyl,     C₁-C₄alkylsulfonyloxy-C₁-C₄alkyl, tosyloxy-C₁-C₄alkyl,     di(C₁-C₃alkoxyalkyl)methyl, di(C₁-C₃alkylthioalkyl)methyl,     (C₁-C₃alkoxyalkyl)-(C₁-C₃alkylthioalkyl)-methyl, C₃-C₅oxacycloalkyl,     C₃-C₅thiacycloalkyl, C₃-C₄dioxacycloalkyl, C₃-C₄dithiacycloalkyl,     C₃-C₄oxathiacycloalkyl, formyl, C₁-C₄alkoxycarbonyl, or phenyl which     may itself be substituted by C₁-C₄alkyl, C₁-C₄haloalkyl,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxycarbonyl, amino, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₄alkylthio, C₁-C₄alkyl-sulfinyl, C₁-C₄alkylsulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄haloalkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₆alkylthio-N(C₁-C₄alkyl), C₁-C₆alkylsulfinyl-N(C₁-C₄alkyl),     C₁-C₆alkylsulfonyl-N(C₁-C₄alkyl), halogen, nitro, COOH or by cyano;     or R₄₂ together with R₃₉ is C₁-C₆alkylene;

-   R₄₂ is hydrogen, C₁-C₄alkyl or C₁-C₄haloalkyl;

-   R₄₀ is hydroxy, O⁻M⁺, halogen, C₁-C₁₂alkoxy, C₁-C₁₂alkylcarbonyloxy,     C₂-C₄alkenylcarbonyloxy, C₃-C₆cycloalkylcarbonyloxy,     C₁-C₁₂alkoxycarbonyloxy, C₁-C₁₂alkylcarbonyloxy, R₉₆R₉₇N—C(O)O,     C₁-C₁₂alkylthio, C₁-C₁₂alkylsulfinyl, C₁-C₁₂alkylsulfonyl,     C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl, C₁-C₄haloalkylsulfonyl,     C₂-C₁₂alkenylthio, C₂-C₁₂alkenylsulfinyl, C₂-C₁₂alkenylsulfonyl,     C₂-C₁₂haloalkenylthio, C₂-C₁₂haloalkenylsulfinyl,     C₂-C₁₂haloalkenylsulfonyl, C₂-C₁₂alkynylthio, C₂-C₁₂alkynylsulfinyl,     C₂-C₁₂alkynylsulfonyl, C₁-C₄alkyl-S(O)₂O, phenyl-S(O)₂O,     (C₁-C₄alkoxy)₂P(O)O, C₁-C₄alkyl(C₁-C₄alkoxy)P(O)O,     H(C₁-C₄alkoxy)P(O)O, C₁-C₁₂-alkyl-S(CO)O, benzyloxy, phenoxy,     phenylthio, phenylsulfinyl or phenylsulfonyl, wherein the phenyl     group may itself be substituted by C₁-C₄alkyl, C₁-C₄haloalkyl,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxycarbonyl, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₄alkylthio, C₁-C₄alkylsulfinyl, C₁-C₄alkylsulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄haloalkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₄alkyl-S(O)₂N(C₁-C₄alkyl), halogen, nitro or by cyano;

-   R₉₆ and R₉₇ are each independently of the other hydrogen or     C₁-C₄alkyl;

-   R₄₃ is hydrogen, C₁-C₄alkyl, C₁-C₄alkoxycarbonyl, or phenyl which     may itself be substituted by C₁-C₄alkyl, C₁-C₄haloalkyl,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxy-carbonyl, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₄alkylthio, C₁-C₄alkylsulfinyl, C₁-C₄alkyl-sulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄haloalkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₄alkyl-S(O)₂N(C₁-C₄alkyl), halogen, nitro or by cyano;

-   or is the group Q₄

-    wherein R₃₀ hydroxy, O⁻M⁺, halogen, C₁-C₁₂alkoxy,     C₁-C₁₂alkylcarbonyloxy; C₂-C₄alkenyl-carbonyloxy,     C₃-C₆cycloalkylcarbonyloxy, C₁-C₁₂alkoxycarbonyloxy,     C₁-C₁₂alkylcarbonyloxy, R₃₁R₃₂N—C(O)O, C₁-C₁₂alkylthio,     C₁-C₁₂alkylsulfinyl, C₁-C₁₂alkylsulfonyl, C₁-C₄haloalkylthio,     C₁-C₄haloalkylsulfinyl, C₁-C₄haloalkylsulfonyl, C₂-C₁₂alkenylthio,     C₂-C₁₂alkenylsulfinyl, C₂-C₁₂-alkenylsulfonyl,     C₂-C₁₂haloalkenylthio, C₂-C₁₂haloalkenylsulfinyl,     C₂-C₁₂haloalkenylsulfonyl, C₂-C₁₂alkynylthio, C₂-C₁₂alkynylsulfinyl,     C₂-C₁₂alkynylsulfonyl, C₁-C₄alkyl-S(O)₂O, phenyl-S(O)₂O,     (C₁-C₄alkoxy)₂P(O)O, C₁-C₄alkyl(C₁-C₄alkoxy)P(O)O,     H(C₁-C₄alkoxy)P(O)O, C₁-C₁₂-alkyl-S(CO)O, benzyloxy, phenoxy,     phenylthio, phenylsulfinyl or phenylsulfonyl, wherein the phenyl     group may itself be substituted by C₁-C₄alkyl, C₁-C₄haloalkyl,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxycarbonyl, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₄alkylthio, C₁-C₄alkylsulfinyl, C₁-C₄alkylsulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄haloalkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₄alkyl-S(O)₂N(C₁-C₄alkyl), halogen, nitro or by cyano; and

-   R₃₁, and R₃₂ are each independently of the other hydrogen or     C₁-C₄alkyl;

-   R₃₃ and R₃₄ are each independently of the other hydrogen, hydroxy,     C₁-C₄alkyl, C₂-C₆alkenyl, C₂-C₆alkynyl, C₁-C₄alkoxycarbonyl,     C₁-C₆alkylthio, C₁-C₆alkylsulfinyl, C₁-C₆alkylsulfonyl,     C₁-C₄alkyl-NHS(O)₂, C₁-C₄haloalkyl, —NH—C₁-C₄alkyl, —N(C₁-C₄alkyl)₂,     C₁-C₆alkoxy, cyano, nitro, halogen, or phenyl which may itself be     substituted by C₁-C₄alkyl, C₁-C₄haloalkyl, C₁-C₄alkoxy,     C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl, C₁-C₄alkoxycarbonyl, amino,     C₁-C₄alkylamino, di(C₁-C₄alkyl)amino, C₁-C₆alkylthio,     C₁-C₆alkylsulfinyl, C₁-C₆alkylsulfonyl, C₁-C₄alkyl-S(O)₂O,     C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl, C₁-C₄haloalkylsulfonyl,     C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₄alkyl-S(O)₂N(C₁-C₄alkyl), halogen, nitro, COOH or by cyano; or     R₃₃ and R₃₄ together form a C₂-C₆alkylene bridge; and

-   R₃₅ is hydrogen, C₁-C₄alkyl, C₁-C₄alkoxycarbonyl, or phenyl which     may itself be substituted by C₁-C₄alkyl, C₁-C₄haloalkyl,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylcarbonyl,     C₁-C₄alkoxy-carbonyl, amino, C₁-C₄alkylamino, di(C₁-C₄alkyl)amino,     C₁-C₄alkylthio, C₁-C₄alkylsulfinyl, C₁-C₄alkylsulfonyl,     C₁-C₄alkyl-S(O)₂O, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄halo-alkylsulfonyl, C₁-C₄haloalkyl-S(O)₂O, C₁-C₄alkyl-S(O)₂NH,     C₁-C₄alkyl-S(O)₂N(C₁-C₄alkyl), halogen, nitro, COOH or by cyano;

-   or is the group Q₅

-    wherein Z is sulfur, SO or SO₂;

-   R₀₁ is hydrogen, C₁-C₈alkyl, C₁-C₈alkyl substituted by halogen,     C₁-C₄alkoxy, C₁-C₄alkylthio, C₁-C₄alkylsulfonyl, C₁-C₄alkylsulfinyl,     hydroxy, cyano, nitro, —CHO, —CO₂R₀₂, —COR₀₃, —COSR₀₄, —NR₀₅R₀₆,     CONR₀₃₆R₀₃₇, or by phenyl which may itself be substituted by     C₁-C₄alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy, C₁-C₄haloalkoxy,     C₂-C₆alkenyl, C₃-C₆alkynyl, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy,     halogen, nitro, cyano, —COOH, COOC₁-C₄alkyl, COOphenyl, C₁-C₄alkoxy,     phenoxy, (C₁-C₄alkoxy)-C₁-C₄alkyl, (C₁-C₄alkylthio)-C₁-C₄alkyl,     (C₁-C₄alkylsulfinyl)-C₁-C₄alkyl, (C₁-C₄alkylsulfonyl)-C₁-C₄alkyl,     NHSO₂—C₁-C₄alkyl, NHSO₂-phenyl, N(C₁-C₆alkyl)SO₂—C₁-C₄alkyl,     N(C₁-C₆alkyl)SO₂-phenyl, N(C₂-C₆alkenyl)SO₂—C₁-C₄alkyl,     N(C₂-C₆alkenyl)SO₂-phenyl, N(C₃-C₆alkynyl)SO₂—C₁-C₄alkyl,     N(C₃-C₆alkynyl)SO₂-phenyl, N(C₃-C₇cycloalkyl)SO₂—C₁-C₄alkyl,     N(C₃-C₇cycloalkyl)SO₂-phenyl, N(phenyl)SO₂—C₁-C₄alkyl,     N(phenyl)SO₂-phenyl, OSO₂—C₁-C₄alkyl, CONR₀₂₅R₀₂₆,     OSO₂—C₁-C₄haloalkyl, OSO₂-phenyl, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, phenylthio, C₁-C₄alkylsulfonyl,     C₁-C₄haloalkylsulfonyl, phenylsulfonyl, C₁-C₄alkylsulfinyl,     C₁-C₄haloalkylsulfinyl, phenylsulfinyl, C₁-C₄alkylenephenyl or by     —NR₀₁₅CO₂R₀₂₇;

-   or R₀₁ is C₂-C₈alkenyl or C₂-C₈alkenyl substituted by halogen,     C₁-C₄alkoxy, C₁-C₄alkylthio, C₁-C₄alkylsulfonyl, C₁-C₄alkylsulfinyl,     —CONR₀₃₂R₀₃₃, cyano, nitro, —CHO, —CO₂R₀₃₈, —COR₀₃₉,     —COS—C₁-C₄alkyl, —NR₀₃₄R₀₃₅, or by phenyl which may itself be     substituted by C₁-C₄alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy,     C₁-C₄haloalkoxy, C₂-C₆alkenyl, C₃-C₆alkynyl, C₃-C₆alkenyloxy,     C₃-C₆alkynyloxy, halogen, nitro, cyano, —COOH, COOC₁-C₄alkyl,     COOphenyl, C₁-C₄alkoxy, phenoxy, (C₁-C₄alkoxy)-C₁-C₄alkyl,     (C₁-C₄alkylthio)-C₁-C₄alkyl, (C₁-C₄alkylsulfinyl)-C₁-C₄alkyl,     (C₁-C₄alkylsulfonyl)-C₁-C₄alkyl, NHSO₂—C₁-C₄alkyl, NHSO₂-phenyl,     N(C₁-C₆alkyl)SO₂—C₁-C₄alkyl, N(C₁-C₆alkyl)SO₂-phenyl,     N(C₂-C₆alkenyl)SO₂—C₁-C₄alkyl, N(C₂-C₆alkenyl)SO₂-phenyl,     N(C₃-C₆alkynyl)SO₂—C₁-C₄alkyl, N(C₃-C₆alkynyl)SO₂-phenyl,     N(C₃-C₇cycloalkyl)SO₂—C₁-C₄alkyl, N(C₃-C₇cycloalkyl)SO₂-phenyl,     N(phenyl)SO₂—C₁-C₄alkyl, N(phenyl)SO₂-phenyl, OSO₂—C₁-C₄alkyl,     CONR₀₄₀R₀₄₁, OSO₂—C₁-C₄haloalkyl, OSO₂-phenyl, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, phenylthio, C₁-C₄alkylsulfonyl,     C₁-C₄haloalkylsulfonyl, phenylsulfonyl, C₁-C₄alkylsulfinyl,     C₁-C₄haloalkylsulfinyl, phenylsulfinyl, C₁-C₄alkylenephenyl or by     —NR₀₄₃CO₂R₀₄₂;

-   or R₀₁ is C₃-C₆alkynyl or C₃-C₆alkynyl substituted by halogen,     C₁-C₄haloalkyl, cyano, —CO₂R₀₄₄, or by phenyl which may itself be     substituted by C₁-C₄alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy,     C₁-C₄haloalkoxy, C₂-C₆alkenyl, C₃-C₆alkynyl, C₃-C₆alkenyloxy,     C₃-C₆alkynyloxy, halogen, nitro, cyano, —COOH, COOC₁-C₄alkyl,     COOphenyl, C₁-C₄alkoxy, phenoxy, (C₁-C₄alkoxy)-C₁-C₄alkyl,     (C₁-C₄alkylthio)-C₁-C₄alkyl, (C₁-C₄alkylsulfinyl)-C₁-C₄alkyl,     (C₁-C₄alkylsulfonyl)-C₁-C₄alkyl, NHSO₂—C₁-C₄alkyl, NHSO₂-phenyl,     N(C₁-C₆alkyl)SO₂—C₁-C₄alkyl, N(C₁-C₆alkyl)SO₂-phenyl,     N(C₂-C₆alkenyl)SO₂—C₁-C₄alkyl, N(C₂-C₆alkenyl)SO₂-phenyl,     N(C₃-C₆alkynyl)SO₂—C₁-C₄alkyl, N(C₃-C₆alkynyl)SO₂-phenyl,     N(C₃-C₇cycloalkyl)SO₂—C₁-C₄alkyl, N(C₃-C₇cycloalkyl)SO₂-phenyl,     N(phenyl)SO₂—C₁-C₄alkyl, N(phenyl)SO₂-phenyl, OSO₂—C₁-C₄alkyl,     CONR₀₂₈R₀₂₉, OSO₂—C₁-C₄haloalkyl, OSO₂-phenyl, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, phenylthio, C₁-C₄alkylsulfonyl,     C₁-C₄haloalkylsulfonyl, phenylsulfonyl, C₁-C₄alkylsulfinyl,     C₁-C₄haloalkylsulfinyl, phenylsulfinyl, C₁-C₄alkylenephenyl or by     —NR₀₃₁CO₂R₀₃₀;

-   or R₀₁ is C₃-C₇cycloalkyl or C₃-C₇cycloalkyl substituted by     C₁-C₄alkyl, C₁-C₄alkoxy, C₁-C₄alkyl-thio, C₁-C₄alkylsulfinyl,     C₁-C₄alkylsulfonyl, or by phenyl which may itself be substituted by     halogen, nitro, cyano, C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, C₁-C₄alkyl or by C₁-C₄haloalkyl; or

-   R₀₁ is C₁-C₄alkylene-C₃-C₇cycloalkyl, phenyl, or phenyl substituted     by C₁-C₄alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy, C₁-C₄haloalkoxy,     C₂-C₆alkenyl, C₃-C₆alkynyl, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy,     halogen, nitro, cyano, —COOH, COOC₁-C₄alkyl, COOphenyl, C₁-C₄alkoxy,     phenoxy, (C₁-C₄alkoxy)-C₁-C₄alkyl, (C₁-C₄alkylthio)-C₁-C₄alkyl,     (C₁-C₄alkylsulfinyl)-C₁-C₄alkyl, (C₁-C₄alkylsulfonyl)-C₁-C₄alkyl,     NHSO₂—C₁-C₄alkyl, NHSO₂-phenyl, N(C₁-C₆alkyl)SO₂—C₁-C₄alkyl,     N(C₁-C₆alkyl)SO₂-phenyl, N(C₂-C₆alkenyl)SO₂—C₁-C₄alkyl,     N(C₂-C₆alkenyl)SO₂-phenyl, N(C₃-C₆alkynyl)SO₂—C₁-C₄alkyl,     N(C₃-C₆alkynyl)SO₂-phenyl, N(C₃-C₇cycloalkyl)SO₂—C₁-C₄alkyl,     N(C₃-C₇cycloalkyl)SO₂-phenyl, N(phenyl)SO₂—C₁-C₄alkyl,     N(phenyl)SO₂-phenyl, OSO₂—C₁-C₄alkyl, CONR₀₄₅R₀₄₆,     OSO₂—C₁-C₄haloalkyl, OSO₂-phenyl, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, phenylthio, C₁-C₄alkylsulfonyl,     C₁-C₄haloalkylsulfonyl, phenylsulfonyl, C₁-C₄alkylsulfinyl,     C₁-C₄haloalkylsulfinyl, phenylsulfinyl or by —NR₀₄₈CO₂R₀₄₇; or

-   R₀₁ is C₁-C₄alkylenephenyl, COR₀₇ or from 4- to 6-membered     heterocyclyl;

-   R₀₂, R₀₃₈, R₀₄₄ and R₀₆₆ are each independently of the others     hydrogen, C₁-C₄alkyl, phenyl, or phenyl substituted by C₁-C₄alkyl,     C₁-C₆haloalkyl, C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₂-C₆alkenyl,     C₃-C₆alkynyl, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy, halogen, nitro,     cyano, —COOH, COOC₁-C₄alkyl, COOphenyl, C₁-C₄alkoxy, phenoxy,     (C₁-C₄alkoxy)-C₁-C₄alkyl, (C₁-C₄alkylthio)-C₁-C₄alkyl,     (C₁-C₄alkylsulfinyl)-C₁-C₄alkyl, (C₁-C₄alkylsulfonyl)-C₁-C₄alkyl,     NHSO₂—C₁-C₄alkyl, NHSO₂-phenyl, N(C₁-C₆alkyl)SO₂—C₁-C₄alkyl,     N(C₁-C₆alkyl)SO₂-phenyl, N(C₂-C₆alkenyl)SO₂—C₁-C₄alkyl,     N(C₂-C₆alkenyl)SO₂-phenyl, N(C₃-C₆alkynyl)SO₂—C₁-C₄alkyl,     N(C₃-C₆alkynyl)SO₂-phenyl, N(C₃-C₇cycloalkyl)SO₂—C₁-C₄alkyl,     N(C₃-C₇cycloalkyl)SO₂-phenyl, N(phenyl)SO₂-C₁-C₄alkyl,     N(phenyl)SO₂-phenyl, OSO₂—C₁-C₄alkyl, CONR₀₄₉R₀₅₀,     OSO₂—C₁-C₄haloalkyl, OSO₂phenyl, C₁-C₄alkylthio, C₁-C₄haloalkylthio,     phenylthio, C₁-C₄alkylsulfonyl, C₁-C₄haloalkylsulfonyl,     phenylsulfonyl, C₁-C₄alkylsulfinyl, C₁-C₄haloalkylsulfinyl,     phenylsulfinyl, —C₁-C₄-alkylphenyl or by —NR₀₅₂CO₂R₀₅₃;

-   R₀₃, R₀₃₉ and R₀₆₇ are each independently of the others C₁-C₄alkyl,     phenyl, or phenyl substituted by C₁-C₄alkyl, C₁-C₆haloalkyl,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₂-C₆alkenyl, C₃-C₆alkyl,     C₃-C₆alkenyloxy, C₃-C₆alkynyloxy, halogen, nitro, cyano, —COOH,     COOC₁-C₄alkyl, COOphenyl, C₁-C₄alkoxy, phenoxy,     (C₁-C₄alkoxy)-C₁-C₄alkyl, (C₁-C₄alkylthio)-C₁-C₄alkyl,     (C₁-C₄alkylsulfinyl)-C₁-C₄alkyl, (C₁-C₄alkylsulfonyl)-C₁-C₄alkyl,     NHSO₂—C₁-C₄alkyl, NHSO₂-phenyl, N(C₁-C₆alkyl)SO₂ C₁-C₄alkyl,     N(C₁-C₆alkyl)SO₂-phenyl, N(C₂-C₆alkenyl)SO₂—C₁-C₄alkyl,     N(C₂-C₆alkenyl)SO₂-phenyl, N(C₃-C₆alkynyl)SO₂—C₁-C₄alkyl,     N(C₃-C₆alkynyl)SO₂-phenyl, N(C₃-C₇cycloalkyl)SO₂—C₄alkyl,     N(C₃-C₇cycloalkyl)SO₂-phenyl, N(phenyl)SO₂—C₁-C₄alkyl,     N(phenyl)SO₂-phenyl, OSO₂—C₁-C₄alkyl, CONR₀₆₈R₀₅₄,     OSO₂—C₁-C₄haloalkyl, OSO₂-phenyl, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, phenylthio, C₁-C₄alkylsulfonyl,     C₁-C₄haloalkylsulfonyl, phenylsulfonyl, C₁-C₄alkylsulfinyl,     C₁-C₄haloalkylsulfinyl, phenylsulfinyl, —(CH₂)_(t)-phenyl or by     —NR₀₅₆CO₂R₀₅₅;

-   R₀₄ is C₁-C₄alkyl;

-   R₀₅ is hydrogen, C₁-C₄alkyl, C₂-C₆alkenyl, C₃-C₆alkynyl,     C₃-C₇cycloalkyl, phenyl, or phenyl substituted by C₁-C₄alkyl,     C₁-C₆haloalkyl, C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₂-C₆alkenyl,     C₃-C₆-alkynyl, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy, halogen, nitro,     cyano, —COOH, COOC₁-C₄alkyl, COOphenyl, C₁-C₄alkoxy, phenoxy,     (C₁-C₄alkoxy)-C₁-C₄alkyl, (C₁-C₄alkylthio)-C₁-C₄alkyl,     (C₁-C₄alkylsulfinyl)-C₁-C₄alkyl, (C₁-C₄alkylsulfonyl)-C₁-C₄alkyl,     NHSO₂-C₁-C₄alkyl, NHSO₂-phenyl, N(C₁-C₆alkyl)SO₂—C₁-C₄alkyl,     N(C₁-C₆alkyl)SO₂-phenyl, N(C₂-C₆alkenyl)SO₂—C₁-C₄alkyl,     N(C₂-C₆alkenyl)SO₂-phenyl, N(C₃-C₆alkynyl)SO₂H,     N(C₃-C₆alkynyl)SO₂—C₁-C₄alkyl, N(C₃-C₆alkynyl)SO₂-phenyl,     N(C₃-C₇cycloalkyl)SO₂H, N(C₃-C₇cycloalkyl)SO₂—C₁-C₄alkyl,     N(C₃-C₇cycloalkyl)SO₂-phenyl, N(phenyl)SO₂—C₁-C₄alkyl,     N(phenyl)SO₂-phenyl, OSO₂—C₁-C₄alkyl, CONR₀₅₇R₀₅₈,     OSO₂—C₁-C₄haloalkyl, OSO₂-phenyl, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, phenylthio, C₁-C₄alkylsulfonyl,     C₁-C₄haloalkylsulfonyl, phenylsulfonyl, C₁-C₄alkylsulfinyl,     C₁-C₄haloalkylsulfinyl, phenylsulfinyl, C₁-C₄alkylenephenyl or by     —NR₀₆₀CO₂R₀₅₉;

-   R₀₆ is hydrogen, C₁-C₄alkyl, C₂-C₆alkenyl, C₃-C₆alkynyl,     C₃-C₇cycloalkyl, phenyl, or phenyl substituted by C₁-C₄alkyl,     C₁-C₆haloalkyl, C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₂-C₆alkenyl,     C₃-C₆alkynyl, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy, halogen, nitro,     cyano, —COOH, COOC₁-C₄alkyl, COOphenyl, C₁-C₄alkoxy, phenoxy,     (C₁-C₄alkoxy)-C₁-C₄alkyl, (C₁-C₄alkylthio)-C₁-C₄alkyl,     (C₁-C₄alkylsulfinyl)-C₁-C₄alkyl, (C₁-C₄alkylsulfonyl)-C₁-C₄alkyl,     NHSO₂—C₁-C₄alkyl, NHSO₂phenyl, N(C₁-C₆alkyl)SO₂—C₁-C₄alkyl,     N(C₁-C₆alkyl)SO₂-phenyl, N(C₂-C₆alkenyl)SO₂—C₁-C₄alkyl,     N(C₂-C₆alkenyl)SO₂-phenyl, N(C₃-C₆alkynyl)SO₂—C₁-C₄alkyl,     N(C₃-C₆alkynyl)SO₂-phenyl, N(C₃-C₇cycloalkyl)SO₂—C₁-C₄alkyl,     N(C₃-C₇cycloalkyl)SO₂-phenyl, N(phenyl)SO₂—C₁-C₄alkyl,     N(phenyl)SO₂-phenyl, OSO₂—C₁-C₄alkyl, CONR₀₆₁R₀₆₂,     OSO₂—C₁-C₄haloalkyl, OSO₂-phenyl, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, phenylthio, C₁-C₄alkylsulfonyl,     C₁-C₄haloalkylsulfonyl, phenylsulfonyl, C₁-C₄alkylsulfinyl,     C₁-C₄haloalkylsulfinyl, phenylsulfinyl, C₁-C₄-alkylenephenyl or by     —NR₀₆₄CO₂R₀₆₃;

-   R₀₇ is phenyl, C₁-C₄alkyl, C₁-C₄alkoxy or —NR₀₈R₀₉;

-   R₀₈ and R₀₉ are each independently of the other C₁-C₄alkyl, phenyl,     or phenyl substituted by halogen, nitro, cyano, C₁-C₄alkyl,     C₁-C₄alkoxy, C₁-C₄thioalkyl, —CO₂R₀₆₆, —COR₀₆₇, C₁-C₄-alkylsulfonyl,     C₁-C₄alkylsulfinyl or by C₁-C₄haloalkyl; or R₀₈ and R₀₉ together     form a 5- or 6-membered ring, which may be interrupted by oxygen,     NR₀₆₅ or by S;

-   R₀₁₅, R₀₃₁, R₀₄₃, R₀₄₈, R₀₅₂, R₀₅₆, R₀₆₀ and R₀₆₄ are each     independently of the others hydrogen, C₁-C₄alkyl, C₂-C₆alkenyl,     C₃-C₆alkynyl or C₃-C₇cycloalkyl;

-   R₀₂₅, R₀₂₆, R₀₂₇, R₀₂₈, R₀₂₉, R₀₃₀, R₀₃₂, R₀₃₃, R₀₃₄, R₀₃₅, R₀₃₆,     R₀₃₇, R₀₄₀, R₀₄₁, R₀₄₂, R₀₄₅, R₀₄₆, R₀₄₇, R₀₄₉, R₀₅₀, R₀₅₃, R₀₅₄,     R₀₅₅, R₀₅₇, R₀₅₈, R₀₅₉, R₀₆₁, R₀₆₂, R₀₆₃ are each independently of     the others hydrogen, C₁-C₄alkyl, C₂-C₆alkenyl, C₃-C₆alkynyl,     C₃-C₇cycloalkyl, phenyl, or phenyl substituted by halogen, nitro,     cyano, C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylthio,     C₁-C₄haloalkylthio, C₁-C₄alkyl or by C₁-C₄haloalkyl; and

-   R₃₆ is C₁-C₄alkyl, C₁-C₄haloalkyl, C₃-C₆alkenyl, C₃-C₆haloalkenyl,     C₃-C₆alkynyl, CR₃-CR₆haloalkynyl, C₃-C₆cycloalkyl, or     C₃-C₆cycloalkyl substituted by halogen, C₁-C₄alkyl, C₁-C₄haloalkyl,     C₃-C₆alkenyl, C₃-C₆haloalkenyl, C₃-C₆alkynyl, C₃-C₆haloalkynyl,     C₁-C₄alkoxycarbonyl, CR₁-C₄alkylthio, C₁-C₄alkylsulfinyl,     C₁-C₄alkylsulfonyl, C₁-C₄haloalkylthio, C₁-C₄haloalkylsulfinyl,     C₁-C₄haloalkylsulfonyl, C₁-C₄alkylcarbonyl, di(C₁-C₄alkyl)amino,     C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkyl-S(O)₂O,     C₁-C₄haloalkyl-S(O)₂O, or by phenyl which may itself be substituted     by halogen, C₁-C₄alkyl, C₁-C₄haloalkyl, C₃-C₆alkenyl, C₃-C₆alkynyl,     cyano, nitro or by COOH;

-   or an agronomically acceptable salt of such a compound, and

-   b) a synergistically effective amount of one or more compounds     selected from a compound of formula 2.1

-    wherein R₅₁ is CH₂—OMe, ethyl or hydrogen;

-   R₅₂ is hydrogen or R₅₁ and R₅₂ together are the group —CH═CH—CH═CH—;

-   and a compound of formula 2.2

-    wherein R₅₃ is ethyl, R₅₄ is methyl or ethyl and R₅₅ is     —CH(Me)—CH₂OMe, <S>—CH(Me)—CH₂OMe, CH₂OMe or CH₂O—CH₂CH₃;

-   and a compound of formula 2.3

-    wherein R₅₆ is CH(Me)—CH₂OMe or <S>CH(Me)—CH₂OMe;

-   and a compound of formula 2.4

-    wherein R₅₇ is chlorine, methoxy or methylthio, R₅₈ is ethyl and     R₅₉ is ethyl, isopropyl, —C(CN)(CH₃)—CH₃ or tert-butyl;

-   and a compound of formula 2.5

-    wherein R₆₀ is ethyl or n-propyl, R₆₁ is COO⁻½ Ca⁺⁺,     —CH₂—CH(Me)S—CH₂CH₃ or the group

-    and X is oxygen, N—O—CH₂CH₃ or N—O—CH₂CH═CH—Cl;

-   and a compound of formula 2.6

-    wherein R₆₂ is hydrogen, methoxy or ethoxy, R₆₃ is hydrogen,     methyl, methoxy or fluorine, R₆₄ is COOMe, fluorine or chlorine, R₆₅     is hydrogen or methyl, Y is methine, C—F or nitrogen, Z is methine     or nitrogen and R₆₆ is fluorine or chlorine;

-   and a compound of formula 2.7

-    wherein R₆₇ is hydrogen or —C(O)—S-n-octyl;

-   and a compound of formula 2.8

-    wherein R₆₈ is either bromine or iodine;

-   and a compound of formula 2.9

-    wherein R₆₉ is chlorine or nitro;

-   and a compound of formula 2.10

-    wherein R₇₀ is fluorine or chlorine and R₇₁ is     —CH₂—CH(Cl)—COOCH₂CH₃ or —NH—SO₂Me;

-   and a compound of formula 2.11

-    wherein R₇₂ is trifluoromethyl or chlorine;

-   and a compound of formula 2.12

-    wherein R₇₃ is NH₂ or <S>NH₂;

-   and a compound of formula 2.13

-    wherein Y₁ is nitrogen, methine, NH—CHO or N—Me, Y₂ is nitrogen,     methine or C—I, Y₃ is methine, Y₄ is methine or Y₃ and Y₄ together     are sulfur or C—Cl, Y₅ is nitrogen or methine, Y₆ is methyl,     difluoromethoxy, trifluoromethyl or methoxy, Y₇ is methoxy or     difluoromethoxy and R₇₄ is CONMe₂, COOMe, COOC₂H₅, trifluoromethyl,     CH₂—CH₂CF₃ or SO₂CH₂CH₃, or a sodium salt thereof (“Me” being in     each case the methyl group);

-   and the compound of formula 2.13.c

-   and the compound of formula 2.14

-   and the compound of formula 2.15

-   and the compound of formula 2.16

-   and the compound of formula 2.17

-   and the compound of formula 2.18

-   and the compound of formula 2.19

-   and the compound of formula 2.20

-   and the compound of formula 2.21

-   and the compound of formula 2.22

-   and the compound of formula 2.23

-   and the compound of formula 2.24

-   and the compound of formula 2.25

-   and the compound of formula 2.26

-   and the compound of formula 2.27

-   and the compound of formula 2.28

-   and the compound of formula 2.29

-   and the compound of formula 2.30

-   and the compound of formula 2.31

-   and the compound of formula 2.32

-   and the compound of formula 2.33

-   and the compound of formula 2.34

-   and the compound of formula 2.35

-   and the compound of formula 2.36

-   and the compound of formula 2.37

-   and the compound of formula 2.38

-   and the compound of formula 2.39

-   and the compound of formula 2.40

-   and the compound of formula 2.41

-   and the compound of formula 2.42

-   and the compound of formula 2.43

-   and the compound of formula 2.44

-   and the compound of formula 2.45

-   and the compound of formula 2.46

-   and the compound of formula 2.47

-   and the compound of formula 2.48

-   and the compound of formula 2.49

-   and the compound of formula 2.50

-   and the compound of formula 2.51

In the above formulae, “Me” is a methyl group. The alkyl groups appearing in the substituent definitions may be straight-chained or branched and are, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl and dodecyl and also branched isomers thereof. Alkoxy, alkenyl and alkynyl radicals are derived from the mentioned alkyl radicals. The alkenyl and alkynyl groups may be unsaturated once or more than once.

An alkylene group may be substituted by one or more methyl groups; preferably, such alkylene groups are unsubstituted in each case. The same also applies to all C₃-C₅cycloalkyl-, C₃-C₅oxacycloalkyl-, C₃-C₅thiacycloalkyl-, C₃-C₄dioxacycloalkyl-, C₃-C₄dithiacycloalkyl-, C₃-C₄oxathiacycloalkyl- and N(CH₂)-containing groups.

Halogen is, generally, fluorine, chlorine, bromine or iodine. The same correspondingly applies to halogen in the context of other definitions, such as haloalkyl or halophenyl.

Haloalkyl groups having a chain length of from 1 to 6 carbon atoms are, for example, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, 2,2,2-trifluoroethyl, 2-fluoroethyl, 2-chloroethyl, pentafluoroethyl, 1,1-difluoro-2,2,2-trichloroethyl, 2,2,3,3-tetrafluoroethyl and 2,2,2-trichloroethyl, pentafluoroethyl, heptafluoro-n-propyl, perfluoro-n-hexyl; haloalkyl groups in the definitions of R₂, R₃ and especially R₅ are preferably trichloromethyl, dichlorofluoromethyl, difluorochloromethyl, difluoromethyl, trifluoromethyl, pentafluoroethyl or heptafluoro-n-propyl.

Suitable haloalkenyl radicals include alkenyl groups substituted one or more times by halogen, halogen being fluorine, chlorine, bromine or iodine and especially fluorine or chlorine, for example 2,2-difluoro-1-methylvinyl, 3-fluoropropenyl, 3-chloropropenyl, 3-bromopropenyl, 2,3,3-trifluoropropenyl, 2,3,3-trichloropropenyl and 4,4,4-trifluorobut-2-en-1-yl. Preferred C₂-C₁₂alkenyl radicals substituted once, twice or three times by halogen are those having a chain length of from 2 to 5 carbon atoms. Suitable haloalkynyl radicals include, for example, alkynyl groups substituted one or more times by halogen, halogen being bromine or iodine and, especially, fluorine or chlorine, for example 3-fluoropropynyl, 3-chloropropynyl, 3-bromopropynyl, 3,3,3-trifluoropropynyl and 4,4,4-trifluoro-but-2-yn-1-yl. Preferred alkynyl groups substituted one or more times by halogen are those having a chain length of from 2 to 5 carbon atoms.

Alkoxy groups preferably have a chain length of from 1 to 6 carbon atoms. Alkoxy is, for example, methoxy, ethoxy, propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy or tert-butoxy or a pentyloxy or hexyloxy isomer, preferably methoxy and ethoxy. Alkylcarbonyl is preferably acetyl or propionyl. Alkoxycarbonyl is, for example, methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, n-butoxycarbonyl, isobutoxycarbonyl, sec-butoxycarbonyl or tert-butoxycarbonyl, preferably methoxycarbonyl, ethoxycarbonyl or tert-butoxycarbonyl. Haloalkoxy groups preferably have a chain length of from 1 to 8 carbon atoms.

Haloalkoxy is, for example, fluoromethoxy, difluoromethoxy, trifluoromethoxy, 2,2,2-trifluoro-ethoxy, 1,1,2,2-tetrafluoroethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2-difluoroethoxy or 2,2,2-trichloroethoxy, preferably difluoromethoxy, 2-chloroethoxy or trifluoromethoxy. Alkylthio groups preferably have a chain length of from 1 to 8 carbon atoms. Alkylthio is, for example, methylthio, ethylthio, propylthio, isopropylthio, n-butylthio, isobutylthio, sec-butylthio or tert-butylthio, preferably methylthio or ethylthio. Alkylsulfinyl is, for example, methylsulfinyl, ethylsulfinyl, propylsulfinyl, isopropylsulfinyl, n-butylsulfinyl, isobutylsulfinyl, sec-butylsulfinyl or tert-butylsulfinyl, preferably methylsulfinyl or ethylsulfinyl.

Alkylsulfonyl is, for example, methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutylsulfonyl, sec-butylsulfonyl or tert-butylsulfonyl, preferably methylsulfonyl or ethylsulfonyl.

Alkylamino is, for example, methylamino, ethylamino, n-propylamino, isopropylamino or a butylamine isomer. Dialkylamino is, for example, dimethylamino, methylethylamino, diethyl-amino, n-propylmethylamino, dibutylamino or diisopropylamino. Preference is given to alkylamino groups having a chain length of from 1 to 4 carbon atoms. Alkoxyalkyl groups preferably have from 1 to 6 carbon atoms. Alkoxyalkyl is, for example, methoxymethyl, methoxyethyl, ethoxymethyl, ethoxyethyl, n-propoxymethyl, n-propoxyethyl, isopropoxymethyl or isopropoxyethyl. Alkylthioalkyl groups preferably have from 1 to 6 carbon atoms. Alkylthioalkyl is, for example, methylthiomethyl, methylthioethyl, ethylthiomethyl, ethylthioethyl, n-propylthiomethyl, n-propylthioethyl, isopropylthiomethyl, isopropylthioethyl, butylthiomethyl, butylthioethyl or butylthiobutyl.

The cycloalkyl groups preferably have from 3 to 6 ring carbon atoms and may be substituted by one or more methyl groups; they are preferably unsubstituted, for example cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl. Phenyl, including phenyl as part of a substituent such as phenoxy, benzyl, benzyloxy, benzoyl, phenylthio, phenylalkyl, phenoxyalkyl or tosyl, may be in mono- or poly-substituted form, in which case the substituents may, as desired, be in the ortho-, meta- and/or para-position(s).

The invention also includes the salts that the compounds of formula I may form with amines, alkali metal and alkaline earth metal bases or quaternary ammonium bases. Among the alkali metal and alkaline earth metal hydroxides used as salt formers, emphasis is to be given to the hydroxides of lithium, sodium, potassium, magnesium and calcium, but especially those of sodium and potassium.

Examples of suitable amines for ammonium salt formation that come into consideration are ammonia as well as primary, secondary and tertiary C₁-C₁₈alkylamines, C₁-C₄hydroxyalkyl-amines and C₂-C₄alkoxyalkylamines, for example methylamine, ethylamine, n-propylamine, isopropylamine, the four butylamine isomers, n-amylamine, isoamylamine, hexylamine, heptylamine, octylamine, nonylamine, decylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, methyl-ethylamine, methyl-isopropylamine, methyl-hexylamine, methyl-nonylamine, methyl-pentadecylamine, methyl-octadecylamine, ethyl-butylamine, ethyl-heptylamine, ethyl-octylamine, hexyl-heptylamine, hexyl-octylamine, dimethylamine, diethylamine, di-n-propylamine, diisopropylamine, di-n-butylamine, di-n-amylamine, diisoamylamine, dihexylamine, diheptylamine, dioctylamine, ethanolamine, n-propanolamine, isopropanolamine, N,N-diethanolamine, N-ethylpropanolamine, N-butyl-ethanolamine, allylamine, n-butenyl-2-amine, n-pentenyl-2-amine, 2,3-dimethylbutenyl-2-amine, dibutenyl-2-amine, n-hexenyl-2-amine, propylenediamine, trimethylamine, triethylamine, tri-n-propylamine, triisopropylamine, tri-n-butylamine, triisobutylamine, tri-sec-butylamine, tri-n-amylamine, methoxyethylamine and ethoxyethylamine; heterocyclic amines, for example pyridine, quinoline, isoquinoline, morpholine, piperidine, pyrrolidine, indoline, quinuclidine and azepine; primary aryl amines for example anilines, methoxyanilines, ethoxyanilines, o-, m- and p-toluidines, phenylenediamines, benzidines, naphthylamines and o-, m- and p-chloroanilines; but especially triethylamine, isopropylamine and diisopropylamine.

It is extremely surprising that the combination of the active ingredient of formula I with one or more active ingredients selected from formulae 2.1 to 2.51 exceeds the additive effect on the weeds to be controlled that is to be expected in principle, and thus broadens the range of action of the individual active ingredients especially in two respects: Firstly, the rates of application of the individual compounds of formulae 1 and 2.1 to 2.51 are reduced while a good level of action is maintained and, secondly, the composition according to the invention achieves a high level of weed control also in those cases where the individual substances, in the range of low rates of application, have become unusable from the agronomic standpoint. The result is a considerable broadening of the spectrum of weeds and an additional increase in selectivity in respect of the crops of useful plants, as is necessary and desirable in the event of an unintentional overdose of active ingredient. The composition according to the invention, while retaining excellent control of weeds in crops of useful plants, also enables greater flexibility in succeeding crops.

The composition according to the invention can be used against a large number of agronomically important weeds, such as Stellaria, Nasturtium, Agrostis, Digitaria, Avena, Setaria, Sinapis, Lolium, Solanum, Phaseolus, Echinochloa, Scirpus, Monochoria, Sagittaria, Bromus, Alopecurus, Sorghum halepense, Rottboellia, Cyperus, Abutilon, Sida, Xanthium, Amaranthus, Chenopodium, Ipomoea, Chrysanthemum, Galium, Viola and Veronica. The composition according to the invention is suitable for all methods of application conventionally used in agriculture, e.g. pre-emergence application, post-emergence application and seed dressing. The composition according to the invention is suitable especially for controlling weeds in crops of useful plants, such as cereals, rape, sugar beet, sugar cane, plantation crops, rice, maize and soybeans, and also for non-selective weed control.

“Crops” are to be understood to mean also those crops which have been made tolerant to herbicides or classes of herbicides as a result of conventional methods of breeding or genetic engineering.

Preferred compositions according to the invention comprise compounds of formula I wherein each R is independently hydrogen, C₁-C₆alkyl, C₂-C₆alkenyl, C₂-C₆haloalkenyl, C₂-C₆alkynyl, C₂-C₆haloalkynyl, C₃-C₆cycloalkyl , C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkylthio, C₁-C₆alkylsulfinyl, C₁-C₆alkylsulfonyl, C₁-C₆haloalkyl, C₁-C₆haloalkylthio, C₁-C₆haloalkylsulfinyl, C₁-C₆-haloalkylsulfonyl, C₁-C₆alkoxycarbonyl, C₁-C₆alkylcarbonyl, C₁-C₆alkylamino, di(C₁-C₆alkyl)-amino, C₁-C₆alkylaminosulfonyl, di(C₁-C₆alkyl)aminosulfonyl, —N(R₁)—S—R₂, —N(R₃)—SO—R₄, —N(R₅)—SO₂—R₆, nitro, cyano, halogen, hydroxy, amino, benzylthio, benzylsulfinyl,-benzylsulfonyl, phenyl, phenoxy, phenylthio, phenylsulfinyl or phenylsulfonyl; wherein the phenyl group may itself be mono-, di- or tri-substituted by C₁-C₆alkyl, C₁-C₆haloalkyl, C₃-C₆alkenyl, C₃-C₆haloalkenyl, C₆alkynyl, C₃-C₆haloalkynyl, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy, mercapto, C₁-C₆alkylthio, C₁-C₆haloalkylthio, C₃-C₆alkenylthio, C₃-C₆haloalkenylthio, C₃-C₆alkynylthio, C₂-C₅alkoxyalkylthio, C₃-C₅acetylalkylthio, C₃-C₆alkoxycarbonylalkylthio, C₂-C₄cyanoalkylthio, C₁-C₆alkylsulfinyl, C₁-C₆haloalkylsulfinyl, C₁-C₆alkylsulfonyl, C₁-C₆haloalkylsulfonyl, aminosulfonyl, C₁-C₂alkylaminosulfonyl, C₂-C₄dialkylaminosulfonyl, C₁-C₃alkylene-R₄₅, NR₄₆R₄₇, halogen, cyano, nitro, phenyl or by benzylthio, wherein the latter phenyl and benzylthio groups may themselves be substituted on the phenyl ring by C₁-C₃alkyl, C₁-C₃haloalkyl, C₁-C₃alkoxy, C₁-C₃haloalkoxy, halogen, cyano or by nitro;

-   or each R is independently a monocyclic or fused bicyclic ring     system having from 5 to 10 members, which may be aromatic or     partially saturated and may contain from 1 to 4 hetero atoms     selected from nitrogen, oxygen and sulfur; wherein the ring system     either is bound directly to the pyridine ring or is bound to the     pyridine ring via a C₁-C₄alkylene group, and each ring system may     not contain more than two oxygen atoms and may not contain more than     two sulfur atoms, and the ring system may itself be mono-, di- or     tri-substituted by C₁-C₆alkyl, C₁-C₆haloalkyl, C₃-C₆alkenyl,     C₃-C₆haloalkenyl, C₃-C₆alkynyl, C₃-C₆haloalkynyl, C₁-C₆alkoxy,     C₁-C₆haloalkoxy, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy, mercapto,     C₁-C₆alkylthio, C₁-C₆haloalkylthio, C₃-C₆alkenylthio,     C₃-C₆haloalkenylthio, C₃-C₆alkynylthio, C₂-C₅alkoxyalkylthio,     C₃-C₅acetylalkylthio, C₃-C₆alkoxycarbonylalkylthio,     C₂-C₄cyanoalkylthio, C₁-C₆alkylsulfinyl, C₁-C₆haloalkylsulfinyl,     C₁-C₆alkylsulfonyl, C₁-C₆haloalkylsulfonyl, aminosulfonyl,     C₁-C₂alkylaminosulfonyl, C₂-C₄dialkylaminosulfonyl,     C₁-C₃alkylene-R₇, NR₈R₉, halogen, cyano, nitro, phenyl or by     benzylthio, wherein phenyl and benzylthio may themselves be     substituted on the phenyl ring by C₁-C₃alkyl, C₁-C₃haloalkyl,     C₁-C₃alkoxy, C₁-C₃haloalkoxy, halogen, cyano or by nitro, R₁, R₂,     R₃, R₄, R₅, R₆, R₇, R₈, R₉, R₄₅, R₄₆ and R₄₇ have the meanings as     defined above and wherein the substituents on the nitrogen in the     heterocyclic ring are other than halogen.

Compositions according to the invention that are also preferred comprise, as compound of formula I, a compound of formula Ia

wherein

-   R₄₈ is C₁-C₆alkyl, C₂-C₆alkenyl, C₂-C₆haloalkenyl, C₂-C₆alkynyl,     C₂-C₆haloalkynyl, C₃-C₆cyclo-alkyl, C₁-C₆haloalkyl, or a monocyclic     or fused bicyclic ring system having from 5 to 10 members, which may     be aromatic or partially saturated and may contain from 1 to 4     hetero atoms selected from nitrogen, oxygen and sulfur, wherein the     ring system either is bound directly to the pyridine ring or is     bound to the pyridine ring via a C₁-C₄alkylene group, and each ring     system may not contain more than two oxygen atoms and may not     contain more than two sulfur atoms, and the ring system may itself     be mono-, di- or tri-substituted by C₁-C₆alkyl, C₁-C₆haloalkyl,     C₃-C₆alkenyl, C₃-C₆haloalkenyl, C₃-C₆alkynyl, C₃-C₆haloalkynyl,     C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₃-C₆alkenyloxy, C₃-C₆alkynyloxy,     mercapto, C₁-C₆alkylthio, C₁-C₆haloalkylthio, C₃-C₆alkenylthio,     C₃-C₆haloalkenylthio, C₃-C₆alkynylthio, C₂-C₅alkoxyalkylthio,     C₃-C₅acetylalkylthio, C₃-C₆alkoxycarbonylalkylthio,     C₂-C₄cyanoalkylthio, C₁-C₆alkylsulfinyl, C₁-C₆haloalkylsulfinyl,     C₁-C₆alkylsulfonyl, C₁-C₆haloalkylsulfonyl, aminosulfonyl,     C₁-C₂alkylaminosulfonyl, C₂-C₄dialkylaminosulfonyl,     C₁-C₃alkylene-R₇, NR₈R₉, halogen, cyano, nitro, phenyl or by     benzylthio, wherein phenyl and benzylthio may themselves be     substituted on the phenyl ring by C₁-C₃alkyl, C₁-C₃haloalkyl,     C₁-C₃alkoxy, C₁-C₃haloalkoxy, halogen, cyano or by nitro, and     wherein the substituents on the nitrogen in the heterocyclic ring     are other than halogen; -   R₄₉ is hydrogen, C₁-C₆alkyl, C₁-C₆haloalkyl, halogen, or phenyl     which may be substituted by C₁-C₃alkyl, C₁-C₃haloalkyl, C₁-C₃alkoxy,     C₁-C₃haloalkoxy, halogen, cyano or by nitro, R₅₀ is C₁-C₆haloalkyl     and R₇, R₈, R₉ and Q have the meanings as defined above.

Among that group of compounds preference is given to those wherein R₄₈ is C₁-C₆alkyl, C₂-C₆alkenyl, C₂-C₆haloalkenyl, C₂-C₆alkynyl, C₂-C₆haloalkynyl, C₃-C₆cycloalkyl or C₁-C₆-haloalkyl.

Preference is given also to compositions wherein, in formula I, Q is the group Q₂ or Q₃, wherein, especially, in the group Q₂ R₂₃ is hydroxy and in the group Q₃ R₄₀ is hydroxy. Among that group emphasis is to be given to those compounds wherein m is 2 and one substituent R is C₁-C₄alkoxy-C₁-C₄alkyl or C₁-C₄alkoxy-C₁-C₄alkoxy-C₁-C₄alkyl.

Further preferred synergistic mixtures according to the invention comprise as active ingredients a compound of formula I and either a compound of formula 2.2.a

(2.2.a, aRS, 1′S(−)N-(1′-methyl-2′-methoxyethyl)-N-chloroacetyl-2-ethyl-6-methylaniline), or a compound of formula 2.2.b

or a compound of formula 2.2 wherein R₃ is ethyl, R₄ is methyl and R₅ is ethoxymethyl, or a compound of formula 2.2 wherein R₃ is ethyl, R₄ is ethyl and R₅ is methoxymethyl, or a compound 2.3, or a compound of formula 2.30, or a compound of formula 2.4, or a compound of formula 2.13, or a compound of formula 2.14, or a compound of formula 2.6 wherein R₁₂ is hydrogen, Z is methine, R₁₃ is methyl, Y is nitrogen, R₁₄ is fluorine, R₁₅ is hydrogen and R₁₆ is fluorine, or R₁₂ is methoxy, Z is methine, R₁₃ is methoxy, Y is methine, R₁₄ is chlorine, R₁₅ is methyl and R₁₆ is chlorine, or a compound of formula 2.7 wherein R₁₇ is —C(O)—S-n-octyl, or a compound of formula 2.12, or a compound of formula 2.18, or a compound of formula 2.19, or a compound of formula 2.21, or a compound of formula 2.25, or a compound of formula 2.33, or a compound of formula 2.45, or a compound of formula 2.1.

Especially preferred synergistic mixtures according to the invention comprise as active ingredients a compound of formula I and either a compound of formula 2.2.a

(2.2.a, aRS, 1′S(−)N-(1′-methyl-2′-methoxyethyl)-N-chloroacetyl-2-ethyl-6-methylaniline), or a compound of formula 2.2.b

or a compound of formula 2.2 wherein R₃ is ethyl, R₄ is methyl and R₅ is ethoxymethyl, or a compound of formula 2.2 wherein R₃ is ethyl, R₄ is ethyl and R₅ is methoxymethyl, or a compound of formula 2.3, or a compound of formula 2.30.

Further preferred synergistic mixtures include mixtures of metolachlor (S) and (R) isomers wherein the ratio of (S)-2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)acetamide to (R)-2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)acetamide is in the range of from 50-100% to 50-0%, preferably 70-100% to 30-0% and more preferably 80-100% to 20-0%.

Combinations of the compounds of formula I with the compound of formula 2.2a

(2.2a, aRS, 1′S(−)N-(1′-methyl-2′-methoxyethyl)-N-chloroacetyl-2-ethyl-6-methylaniline) have been found to be especially effective, the compound 1.001 indicated hereinbelow under Table 1 being especially preferred as the compound of formula I.

The compounds of formula I can be prepared in a manner analogous to the processes described in WO 97/46530, by

-   a) reacting a compound of formula II -    wherein R and m are as defined for formula I and X is a leaving     group, e.g. halogen, in an inert, organic solvent in the presence of     a base, with compounds of formula III, IV, V or VI -    wherein R₂₀, R₂₃, R₃₀ and R₄₀ are hydroxy and the other     substituents are as defined for formula I, to form the compounds of     formula VII, VIII, IX or X -    and then isomerising those compounds, for example in the presence     of a base and a catalytic amount of dimethylaminopyridine (DMAP) or     a cyanide source; or -   b) reacting a compound of formula XI -    wherein R and m are as defined for formula I, with compounds of     formula III, IV, V or VI in an inert, organic solvent in the     presence of a base and a coupling agent, to form the compound of     formula VII, VIII, IX or X, and then isomerising that compound, for     example in the manner described under route a).

Compounds of formula I wherein Q is a group Q₅

-    wherein Z is sulfur and R₃₆ and R₀₁ are as defined for formula I,     can be prepared in a manner analogous to known processes (e.g. those     described in WO 97/43270), by either -   a) converting a compound of formula XII -    wherein R₃₆, R and m are as defined, in the presence of a base,     carbon disulfide and an alkylating reagent of formula XIII     R₀₁—X₁,  (XIII) -    wherein R₀₁ is as defined for formula I and X₁ is a leaving group,     e.g. halogen or sulfonate, into the compound of formula XIV -    wherein Z is sulfur and R, R₀₁, R₃₆ and m are as defined, and then     cyclising that compound with hydroxylamine hydrochloride, optionally     in a solvent, in the presence of a base, to form the compound of     formula Ie -    wherein Z is sulfur and R, R₃₆, R₀₁ and m are as defined, and then     oxidising that compound with an oxidising agent, e.g.     meta-chloroperbenzoic acid (m-CPBA).

Preparation of the compounds of formula I is illustrated in greater detail in the following Reaction Schemes 1 and 2.

The compounds of formula I containing the groups Q₁, Q₂, Q₃ and Q₄ wherein R₂₀, R₂₃, R₃₀ and R₄₀ are hydroxy can especially be prepared according to the above Reaction Scheme.

For preparation of the compounds of formula I wherein Q is a group Q₁ to Q₄ and R₂₀, R₂₃, R₃₀ and R₄₀ are hydroxy, there are used as starting materials, in accordance with Reaction Scheme 1, route a), the carboxylic acid derivatives of formula II wherein X is a leaving group, for example halogen, e.g. iodine, bromine or especially chlorine, N-oxyphthalimide or N,O-dimethylhydroxylamino or a moiety of an activated ester, for example

(formed from dicyclohexylcarbodiimide (DCC) and the appropriate carboxylic acid) or

(formed from N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide (EDC) and the appropriate carboxylic acid). Those compounds are reacted in an inert, organic solvent, for example a halogenated hydrocarbon, e.g. dichloromethane, a nitrile, e.g. acetonitrile, or an aromatic hydrocarbon, e.g. toluene, and in the presence of a base, for example an alkylamine, e.g. triethylamine, an aromatic amine, e.g. pyridine or 4-dimethylaminopyridine (DMAP), with the dione derivatives of formula III, IV, V or VI to form the isomeric enol ethers of formula VII, VIII, IX and X. The esterification occurs at temperatures of from 0° C. to 110° C.

The isomerisation of the ester derivatives of formulae VII, VIII, IX and X to form the dione derivatives of formula I (wherein R₂₀, R₂₃, R₃₀ and R₄₀ are hydroxy) can be carried out, for example, analogously to EP 369 803 in the presence of a base, for example an alkylamine, e.g. triethylamine, a carbonate, e.g. potassium carbonate, and a catalytic amount of DMAP or a cyanide source, for example acetone cyanohydrin or potassium cyanide.

According to Reaction Scheme 1, route b), the desired diones of formula I (wherein R₂₀, R₂₃, R₃₀ and R₄₀ are hydroxy) can be obtained, for example, analogously to Chem. Lett. 1975, 1045 by means of esterification of the carboxylic acids of formula XI with the dione derivatives of formula III, IV, V or VI in an inert solvent, for example a halogenated hydrocarbon, e.g. dichloromethane, a nitrile, e.g. acetonitrile, or an aromatic hydrocarbon, e.g. toluene, in the presence of a base, for example an alkylamine, e.g. triethylamine, and a coupling agent, for example 2-chloro-1-methyl-pyridinium iodide. The esterification occurs, depending on the solvent used, at temperatures of from 0° C. to 110° C. and yields first, as described under route a), the isomeric ester of formula I, which can be isomerised, as described under route a), for example in the presence of a base and a catalytic amount of DMAP, or a cyanide source to form the desired dione derivatives of formula I (wherein R₂₀, R₂₃, R₃₀ and R₄₀ are hydroxy).

Preparation of the compounds of formula I wherein Q is the group Q5 can be carried out in accordance with Reaction Scheme 2, by reacting the b-diketone derivative of formula XII, for example analogously to Synthesis 1991, 301; ibid. 1988, 793; or Tetrahedron 32, 3055 (1976), with carbon disulfide in the presence of a base, for example a carbonate, e.g. potassium carbonate, a metal hydride, e.g. sodium hydride, or potassium fluoride on aluminium, and an alkylating reagent of formula XIII, wherein X₁ is a leaving group, for example halogen, e.g. iodine, bromine or especially chlorine, R₂₅OSO₂O—, CH₃SO₂O— or

The reaction is preferably carried out in a solvent, for example an amide, e.g. N,N-dimethylformamide (DMF), a sulfoxide, e.g. dimethyl sulfoxide (DMSO), or a nitrile, e.g. acetonitrile. The ketene thioacetal of formula XIV formed is cyclised using hydroxylamine hydrochloride in the presence of a base, for example sodium acetate, in a solvent, for example an alcohol, e.g. ethanol, or an ether, e.g. tetrahydrofuran, to form the compound of formula Ie wherein Z is S—. The cyclisation reaction is carried out at temperatures of from 0° C. to 100° C. The compound of formula Ie (Z═S) may optionally be oxidised in a manner analogous to standard procedures, for example using peracids, e.g. meta-chloroperbenzoic acid (m-CPBA) or peracetic acid, to form the corresponding sulfones and sulfoxides of formula Ie (Z═SO— or SO₂—), wherein the degree of oxidation at the sulfur atom (Z═SO— or SO₂—) can be controlled by the amount of oxidising agent.

Oxidation to the compound of formula Ie (Z═SO— or SO₂—) is carried out as described, for example, in H. O. House, “Modern Synthetic Reactions” W. A. Benjamin, Inc., Menlo Park, Calif., 1972, pages 334-335 and 353-354.

The activated carboxylic acid derivatives of formula II in Reaction Scheme 1 (route a), wherein X is a leaving group, for example halogen, e.g. bromine, iodine or especially chlorine, can be prepared in accordance with known standard procedures, for example as described in C. Ferri “Reaktionen der organischen Synthese”, Georg Thieme Verlag, Stuttgart, 1978, page 461 ff and as shown in the following Reaction Scheme 3.

According to Reaction Scheme 3, preparation of the compounds of formula II (X=leaving group) or 11 (X=halogen) is carried out, for example, by using a halogenating agent, for example a thionyl halide, e.g. thionyl chloride or bromide; a phosphorus halide or phosphorus oxyhalide, e.g. phosphorus pentachloride or phosphorus oxychloride or phosphorus pentabromide or phosphoryl bromide; or an oxalyl halide, e.g. oxalyl chloride, or by using a reagent for the formation of an activated ester for example N,N′-dicyclohexylcarbodiimide (DCC) or N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide (EDC) of formula X. In the compound of formula X, as a halogenating agent, X, for example, is a leaving group, for example halogen, e.g. fluorine, bromine or iodine and especially chlorine, and W₁ is, for example, PCl₂, SOCl, SOBr or ClCOCO.

The procedure is optionally carried out in an inert, organic solvent, for example in an aliphatic, halogenated aliphatic, aromatic or halogenated aromatic hydrocarbon, e.g. n-hexane, benzene, toluene, xylenes, dichloromethane, 1,2-dichloroethane or chlorobenzene, at reaction temperatures in the range from −20° C. to the reflux temperature of the reaction mixture, preferably at from 40 to 150° C., and in the presence of a catalytic amount of N,N-dimethylformamide. Such reactions are generally known and described in the literature in a number of variants with respect to the leaving group X.

The compounds of formulae III, IV, V and VI are known and can be prepared in an analogous manner to that described, for example, in WO 92/07837, DE 3 818 958, EP 338 992 and DE 3 902 818.

The compounds of formula XII in Reaction Scheme 2 can be obtained by standard procedures, for example from the corresponding compounds of formula II

wherein R and m are as defined for formula I and X is a leaving group, for example halogen, for example via Claisen condensation, or from the compounds of formula II by reaction with a ketocarboxylic acid salt of formula XV

wherein R₃₆ is as defined for formula I and M⁺ is an alkali metal ion (cf., for example, WO 96/26192).

The compounds of formulae II and XI are known and can be prepared in an analogous manner to that described, for example, in WO 97/46530, Heterocycles, 48, 779 (1998), Heterocycles, 46, 129 (1997) or Tetrahedron Letters, 1749 (1998).

For the preparation of all further compounds of formula I functionalised according to the definition of (R)_(m), a large number of known standard procedures, for example alkylation, halogenation, acylation, amidation, oximation, oxidation and reduction, are available, the choice of a suitable preparation procedure being governed by the properties (reactivities) of the substituents in the respective intermediates. Examples of such reactions are given in WO 97/46353.

All further compounds falling within the scope of formula I can be prepared by simple means, taking into account the chemical properties of the pyridyl and Q moieties.

The end products of formula I can be isolated in customary manner by concentration or evaporation of the solvent and can be purified by recrystallisation or trituration of the solid residue in solvents in which they are not readily soluble, such as ethers, aromatic hydrocarbons or chlorinated hydrocarbons, by distillation or by means of column chromatography and a suitable eluant.

Furthermore, the person skilled in the art will be familiar with the sequence in which certain reactions should advantageously be performed in order to avoid possible subsidiary reactions. Where synthesis is not directed at the isolation of pure isomers, the product may be in the form of a mixture of two or more isomers. The isomers can be separated according to methods known per se.

PREPARATION EXAMPLES Example P1 Preparation of 4-hydroxy-3-(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)-bicyclo[3.2.1]oct-3-en-2-one

6.68 g (0.0305 mol) of 2-methyl-6-trifluoromethyl-nicotinic acid methyl ester (prepared in the manner described in Heterocycles, 46, 129 (1997)) are dissolved in 250 ml of methanol/water (3:1 mixture) and 1.92 g (0.046 mol) of lithium hydroxide hydrate are added in portions at 22° C. After 4 hours at 22° C., the reaction mixture is added to ethyl acetate and 2N hydrochloric acid; the organic phase is washed three times with water, dried with sodium sulfate and concentrated by evaporation, and the residue is triturated with a small amount of hexane. After filtering, 5.69 g (90% of theory) of the expected 2-methyl-6-trifluoromethyl-nicotinic acid having a melting point of 147-149° C. are obtained.

The 2-methyl-6-trifluoromethyl-nicotinic acid (2.0 g, 0.0098 mol) obtained is dissolved in 20 ml of oxalyl chloride. Three drops of dimethylformamide are added and the mixture is refluxed for 1 hour. The mixture is then concentrated using a rotary evaporator and the residue (2-methyl-6-trifluoromethyl-nicotinoyl chloride) is taken up in 30 ml of methylene chloride. At 0° C., 2.7 ml (0.0196 mol) of triethylamine and 0.12 g (0.00098 mol) of dimethylaminopyridine are added, and then 1.49 g (0.0108 mol) of bicyclo[3.2.1]oct-2,4-dione, dissolved in 20 ml of methylene chloride, are added dropwise. After 3 hours at 22° C., the reaction mixture is extracted by shaking with 2N hydrochloric acid. The separated methylene chloride phase is washed with water and then extracted by shaking with 10% aqueous sodium bicarbonate solution, dried over sodium sulfate and concentrated by evaporation. 3.18 g (100% of theory) of 2-methyl-6-trifluoromethyl-nicotinic acid 4-oxo-bicyclo[3.2.1]oct-2-en-2-yl ester are obtained in the form of an oil, which can be used further without purification.

3.02 g (0.0093 mol) of methyl-6-trifluoromethyl-nicotinic acid 4-oxo-bicyclo[3.2.1]oct-2-en-2-yl ester and 1.9 ml (0.0136 mol) of triethylamine are dissolved in 45 ml of acetonitrile. At 22° C., 0.01 ml of acetone cyanohydrin is added. After 18 hours at 22° C., the reaction mixture is poured onto a mixture of water and 2N hydrochloric acid and extracted by shaking with ethyl acetate. The ethyl acetate phase is washed with water and then with brine, dried over sodium sulfate and concentrated by evaporation, and the residue is dissolved in a small amount of warm acetone. On being left to stand, the product crystallises out. After filtering, 0.99 g (33% of theory) of the expected 4-hydroxy-3-(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)-bicyclo[3.2.1]oct-3-en-2-one is obtained in the form of white crystals (m.p. 75-77° C.).

Example P2 (5-Cyclopropyl-3-methylsulfanyl-isoxazol-4-yl)-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-methanone

14.8 g (0.080 mol) of 3-cyclopropyl-3-oxo-propionic acid tert-butyl ester are dissolved in 25 ml of MeOH and 1.93 g (0.080 mol) of magnesium are added. 7 ml of carbon tetrachloride are added dropwise while cooling in an ice bath and the reaction mixture is stirred at 22° C. for 1 hour to complete the reaction. After concentrating by evaporation, the residue is suspended in 100 ml of acetonitrile and, at 22° C., 16.31 g (0.073 mol) of 2-methyl-6-trifluoromethyl-nicotinoyl chloride (prepared in the manner described in Example P1), dissolved in 50 ml of acetonitrile, are added dropwise. After 6 hours, the reaction mixture is taken up in ethyl acetate and washed with saturated sodium bicarbonate solution. The separated ethyl acetate phase is washed with water, dried over sodium sulfate and concentrated by evaporation. The residue is dissolved in 160 ml of methylene chloride and 10 ml of trifluoroacetic acid are added dropwise at 22° C. After 18 hours, the reaction mixture is poured into water and extracted with methylene chloride. The methylene chloride phase is washed with water and then with brine, dried over sodium sulfate and concentrated by evaporation. 17.3 g (88% of theory) of 1-cyclopropyl-3-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-propane-1,3-dione are obtained in the form of an oil, which can be used further without purification.

The 1-cyclopropyl-3-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-propane-1,3-dione (15.0 g, 0.055 mol) obtained is dissolved in 150 ml of dimethylformamide and 50 g of potassium fluoride on an aluminium oxide support (Alox) (0.0055 mol/g, 0.276 mol) are added in portions at 0° C. After 5 minutes, 6.7 g (0.088 mol) of carbon disulfide are added. After 2 hours, 23.6 g (0.166 mol) of methyl iodide are added dropwise and the reaction mixture is heated at 22° C. After 2 hours the Alox is filtered off, the filtrate is poured into water and extracted by shaking with ethyl acetate. The ethyl acetate phase is washed with water and then with brine, dried over sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel (eluant: ethyl acetate/hexane 15/1). 12.0 g (60% of theory) of 2-(bis-methylsulfanyl-methylene)-1-cyclopropyl-3-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-propane-1,3-dione are obtained in the form of a solid substance.

12.0 g (0.033 mol) of the product obtained are suspended in 120 ml of ethanol together with 5.4 g (0.066 mol) of anhydrous sodium acetate. 4.6 g (0.066 mol) of hydroxylamine hydrochloride are added and the batch is reacted at 22° C. for 5 hours. A further 2.7 g of anhydrous sodium acetate and 2.3 g of hydroxylamine hydrochloride are then added. After 18 hours, the reaction mixture is diluted with water and extracted with ethyl acetate. The ethyl acetate phase is washed with water and then with brine, dried over sodium sulfate and concentrated by evaporation. On triturating with a small amount of ethyl acetate, 9.0 g (79.5%) of the desired product are obtained in the form of white crystals (m.p. 103-104° C.).

Example P3 (5-Cyclopropyl-3-methylsulfinyl-isoxazol-4-yl)-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-methanone

1.50 g (0.0043 mol) of (5-cyclopropyl-3-methylsulfanyi-isoxazol-4-yl)-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-methanone are dissolved in 30 ml of acetone/water (2:1 mixture) and 1.02 g (0.0048 mol) of sodium metaperiodate are added in portions at 22° C. After 5 hours, the reaction mixture is concentrated by evaporation using a rotary evaporator. The residue is taken up in water and ethyl acetate. The ethyl acetate phase is dried over sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel (eluant: ethyl acetate/hexane 3/1). 0.8 g (51%) of the desired product is obtained in the form of white crystals (m.p. 96-97° C.).

Example P4 Preparation of 3-hydroxy-4,4-dimethyl-2-(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)-cyclohex-2-enone (A2-B24)

6.68 g (0.0305 mol) of 2-methyl-6-trifluoromethyl-nicotinic acid methyl ester (prepared in the manner described in Heterocycles, 46, 129 (1997)) are dissolved in 250 ml of methanol/water (3:1 mixture) and 1.92 g (0.046 mol) of lithium hydroxide hydrate are added in portions at a temperature of 22° C. After 4 hours at 22° C., the reaction mixture is added to ethyl acetate and 2N hydrochloric acid; the organic phase is washed three times with water, dried over sodium sulfate and concentrated by evaporation, and the residue is triturated with a small amount of hexane. After filtering, 5.69 g (90% of theory) of the expected 2-methyl-6-trifluoromethyl-nicotinic acid having a melting point of 147-149° C. are obtained.

The 2-methyl-6-trifluoromethyl-nicotinic acid (1.026 g, 0.005 mol) obtained is dissolved in 20 ml of oxalyl chloride. Three drops of dimethylformamide are added and the mixture is refluxed for 1 hour. The mixture is then concentrated by evaporation using a rotary evaporator and the residue (2-methyl-6-trifluoromethyl-nicotinoyl chloride) is taken up in 100 ml of methylene-chloride. At a temperature of 0° C., 1.6 ml (0.0115 mol) of triethylamine and 0.7 g (0.005 mol) 4,4-dimethyl-cyclohexane-1,3-dione are added. After 2 hours at a temperature of 22° C., the solvent is removed using a vacuum rotary evaporator, the residue that remains is dissolved in 55 ml of acetonitrile and, for rearrangement of the intermediate, 0.15 ml (0.0016 mol) of acetone cyanohydrin and 0.79 ml (0.0057 mol) of triethylamine are added. After stirring for four hours at room temperature, the reaction solution is concentrated by evaporation. The syrup that remains is chromatographed on silica gel. The light-yellow, viscous oil obtained by eluting with a mixture of toluene, ethyl alcohol, dioxane, triethylamine and water (100:40:20:20:5 parts by volume) (Rf=0.39 based on the said mixture as mobile phase) is dissolved in dichloromethane and washed with 75 ml of hydrochloric acid 5% and 75 ml of water in succession. After drying the organic solution with Na₂SO₄, concentration by evaporation yields 1.05 g (63%) of pure title compound.

¹H NMR (d₆-DMSO, δ in ppm): 1.342, s, 6H: 2.088, t, J 9 Hz, 2H: 2.685, s, 3H: 2.982, t, J 9 Hz, 2H: 8.030, d, J 8.1 Hz, 1H: 8.094, d, J 8.1 Hz, 1H.

Example P5 Preparation of 5-methyl-5-trifluoromethyl-cyclohexane-1,3-dione (Example B1066)

0.64 g of sodium is introduced into 40 ml of ethanol, 3.23 ml of acetic acid methyl ester and 4.9 g of 4,4,4-trifluoro-3-methyl-but-2-enoic acid isopropyl ester are incorporated and the mixture is heated at boiling temperature for 18 hours. After extraction with dilute hydrochloric acid against ethyl acetate, concentration by evaporation is carried out. The non-purified 2-methyl-4,6-dioxo-2-trifluoromethyl-cyclohexanecarboxylic acid methyl ester that remains behind is esterified in the presence of 9.1 g of sodium hydroxide in a mixture of methanol and water at boiling temperature. The mixture is then acidified with hydrochloric acid and extracted with fresh ethyl acetate. After recrystallisation (ethyl acetate), pure 5-methyl-5-trifluoromethyl-cyclohexane-1,3-dione having a melting point of 150-152° C. is obtained.

Example P6 Preparation of 2-hydroxy-1-methoxy-5-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester (B1069)

A 30% solution of 35.8 g of sodium methanolate is made up in 65 ml of dimethyl sulfoxide and, over a period of 20 minutes, is treated at a temperature of from 30 to 35° C. with a mixture of 16.7 g of 3-methyl-3-buten-2-one and 32.4 g of methoxymalonic acid dimethyl ester. The mixture is stirred for 1 hour at a temperature of 35° C., acidified with hydrochloric acid and then extracted several times with dichloromethane. The organic phases are washed with water, dried and concentrated. By crystallising from hot ethyl acetate and hexane, pure 2-hydroxy-1-methoxy-5-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester having a melting point of 117-117.5° C. is obtained.

Example P7 Preparation of 2-hydroxy-1-methoxy-5-methyl-3-(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)-4-oxo-cyclohex-2-ene-carboxylic acid methyl ester (A2-B1069)

2.23 g of fresh 2-methyl-6-trifluoromethyl-nicotinoyl chloride are added to a mixture of 2.14 g of 2-hydroxy-1-methoxy-5-methyl-4-oxo-cyclohex-2-ene-carboxylic acid methyl ester and 2.02 g of triethylamine in 30 ml of acetonitrile. After about 30 minutes, 0.065 g of potassium cyanide is added and the batch is stirred for 18 hours. The batch is then extracted at pH 2 with water against ethyl acetate, dried over magnesium sulfate and concentrated by evaporation. By filtering over silica gel (mobile phase: ethyl acetate/methanol/triethylamine 85:10:5), pure 2-hydroxy-1-methoxy-5-methyl-3-(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester is obtained in the form of a viscous oil.

Example P8 Preparation of 3-hydroxy-4-methoxy-6-methyl-2-(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)-cyclohex-2-enone (A2-B1070)

0.586 g of potassium hydroxide is added to 1.4 g of 2-hydroxy-1-methoxy-5-methyl-3-(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester in dioxane/water (5:3) and the batch is stirred for 3 hours. The batch is then acidified (pH 3) and extracted with fresh ethyl acetate. The crude product is purified by chromatography analogously to Example P7. 3-Hydroxy-4-methoxy-6-methyl-2-(2-methyl-6-trifluoromethyl-pyridine-3-carbonyl)-cyclohex-2-enone is obtained in the form of a viscous oil (as a mixture of 3 tautomeric forms, according to ¹H-NMR).

The compounds listed in the following Tables can also be prepared in an analogous manner and using methods described in the general Reaction Schemes 1 and 2 and in the references mentioned therein. In the following Tables Ph is the phenyl group and CC is an ethyne group.

TABLE 1 Compounds of formula Ib: (Ib)

Compd. no. R₇₅ R₇₆ R₇₇ R₇₈ m.p. (° C.) 1.001 CH₃ CF₃ H H 75-77 1.002 CH₃ CH₂ CF₃ H H 1.003 (CH₃ )₂CH CF₃ H H 111-112 1.004 CH₃ (CH₂)₃ CF₃ H H 1.005 Ph CF₃ H H oil 1.006 CH₂Br CF₃ H H 1.007 CH₂OCH₃ CF₃ H H 124-126 1.008 CH₂SMe CF₃ H H oil 1.009 CH₂SO₂Me CF₃ H H 55-55 1.010 SCH₃ CF₃ H H 1.011 SOCH₃ CF₃ H H 1.012 SO₂CH₃ CF₃ H H 1.013 SPh CF₃ H H 1.014 SOPh CF₃ H H 1.015 SO₂Ph CF₃ H H 1.016 CH₃ CF₃CF₂ H H 1.017 CH₃ CH₂ CF₃CF₂ H H 1.018 (CH₃ )₂CH CF₃CF₂ H H 1.019 CH₃(CH₂)₃ CF₃CF₂ H H 1.020 Ph CF₃CF₂ H H 1.021 CH₂Br CF₃CF₂ H H 1.022 CH₂OCH₃ CF₃CF₂ H H 1.023 CH₂SMe CF₃CF₂ H H 1.024 CH₂SO₂Me CF₃CF₂ H H 1.025 SCH₃ CF₃CF₂ H H 1.026 SOCH₃ CF₃CF₂ H H 1.027 SO₂CH₃ CF₃CF₂ H H 1.028 SPh CF₃CF₂ H H 1.029 SOPh CF₃CF₂ H H 1.030 SO₂Ph CF₃CF₂ H H 1.031 CH₃ CHF₂ H H 1.032 CH₃ CH₂ CHF₂ H H 1.033 (CH₃)₂CH CHF₂ H H 1.034 CH₃(CH₂)₃ CHF₂ H H 1.035 Ph CHF₂ H H 1.036 CH₂Br CHF₂ H H 1.037 CH₂OCH₃ CHF₂ H H 1.038 CH₂SMe CHF₂ H H 1.039 CH₂SO₂Me CHF₂ H H 1.040 SCH₃ CHF₂ H H 1.041 SOCH₃ CHF₂ H H 1.042 SO₂CH₃ CHF₂ H H 1.043 SPh CHF₂ H H 1.044 SOPh CHF₂ H H 1.045 SO₂Ph CHF₂ H H 1.046 CH₃ CF₃ CH₃ H 1.047 CH₃ CH₂ CF₃ CH₃ H 1.048 (CH₃)₂CH CF₃ CH₃ H 1.049 CH₃(CH₂)₃ CF₃ CH₃ H 1.050 Ph CF₃ CH₃ H 1.051 CH₂Br CF₃ CH₃ H 1.052 CH₂OCH₃ CF₃ CH₃ H 1.053 CH₂SMe CF₃ CH₃ H 1.054 CH₂SO₂Me CF₃ CH₃ H 1.055 SCH₃ CF₃ CH₃ H 1.056 SOCH₃ CF₃ CH₃ H 1.057 SO₂CH₃ CF₃ CH₃ H 1.058 SPh CF₃ CH₃ H 1.059 SOPh CF₃ CH₃ H 1.060 SO₂Ph CF₃ CH₃ H 1.061 CH₃ CF₃CF₂ CH₃ H 1.062 CH₃CH₂ CF₃CF₂ CH₃ H 1.063 (CH₃)₂CH CF₃CF₂ CH₃ H 1.064 CH₃(CH₂)₃ CF₃CF₂ CH₃ H 1.065 Ph CF₃CF₂ CH₃ H 1.066 CH₂Br CF₃CF₂ CH₃ H 1.067 CH₂OCH₃ CF₃CF₂ CH₃ H 1.068 CH₂SMe CF₃CF₂ CH₃ H 1.069 CH₂SO₂Me CF₃CF₂ CH₃ H 1.070 SCH₃ CF₃CF₂ CH₃ H 1.071 SOCH₃ CF₃CF₂ CH₃ H 1.072 SO₂CH₃ CF₃CF₂ CH₃ H 1.073 SPh CF₃CF₂ CH₃ H 1.074 SOPh CF₃CF₂ CH₃ H 1.075 SO₂Ph CF₃CF₂ CH₃ H 1.076 CH₃ CHF₂ CH₃ H 1.077 CH₃CH₂ CHF₂ CH₃ H 1.078 (CH₃)₂CH CHF₂ CH₃ H 1.079 CH₃(CH₂)₃ CHF₂ CH₃ H 1.080 Ph CHF₂ CH₃ H 1.081 CH₂Br CHF₂ CH₃ H 1.082 CH₂OCH₃ CHF₂ CH₃ H 1.083 CH₂SMe CHF₂ CH₃ H 1.084 CH₂SO₂Me CHF₂ CH₃ H 1.085 SCH₃ CHF₂ CH₃ H 1.086 SOCH₃ CHF₂ CH₃ H 1.087 SO₂CH₃ CHF₂ CH₃ H 1.088 SPh CHF₂ CH₃ H 1.089 SOPh CHF₂ CH₃ H 1.090 SO₂Ph CHF₂ CH₃ H 1.091 CH₃ CF₃ H CH₃ 92-94 1.092 CH₃CH₂ CF₃ H CH₃ 1.093 (CH₃)₂CH CF₃ H CH₃ 1.094 CH₃(CH₂)₃ CF₃ H CH₃ 1.095 Ph CF₃ H CH₃ 1.096 CH₂Br CF₃ H CH₃ 1.097 CH₂OCH₃ CF₃ H CH₃ 1.098 CH₂SMe CF₃ H CH₃ 1.099 CH₂SO₂Me CF₃ H CH₃ 1.100 SCH₃ CF₃ H CH₃ 1.101 SOCH₃ CF₃ H CH₃ 1.102 SO₂CH₃ CF₃ H CH₃ 1.103 SPh CF₃ H CH₃ 1.104 SOPh CF₃ H CH₃ 1.105 SO₂Ph CF₃ H CH₃

TABLE 2 Compounds of formula Ic: (Ic)

Compd. no. R₇₅ R₇₆ R₇₇ R₇₈ m.p. (° C.) 2.001 CH₃ CF₃ H H 107-109 2.002 CH₃CH₂ CF₃ H H oil 2.003 (CH₃)₂CH CF₃ H H oil 2.004 CH₃(CH₂)₃ CF₃ H H 2.005 Ph CF₃ H H oil 2.006 CH₂Br CF₃ H H 2.007 CH₂OCH₃ CF₃ H H 2.008 CH₂SMe CF₃ H H 2.009 CH₂SO₂Me CF₃ H H 2.010 SCH₃ CF₃ H H 2.011 SOCH₃ CF₃ H H 2.012 SO₂CH₃ CF₃ H H 2.013 SPh CF₃ H H 2.014 SOPh CF₃ H H 2.015 SO₂Ph CF₃ H H 2.016 CH₃ CF₃CF₂ H H 2.017 CH₃CH₂ CF₃CF₂ H H 2.018 (CH₃)₂CH CF₃CF₂ H H 2.019 CH₃(CH₂)₃ CF₃CF₂ H H 2.020 Ph CF₃CF₂ H H 2.021 CH₂Br CF₃CF₂ H H 2.022 CH₂OCH₃ CF₃CF₂ H H 2.023 CH₂SMe CF₃CF₂ H H 2.024 CH₂SO₂Me CF₃CF₂ H H 2.025 SCH₃ CF₃CF₂ H H 2.026 SOCH₃ CF₃CF₂ H H 2.027 SO₂CH₃ CF₃CF₂ H H 2.028 SPh CF₃CF₂ H H 2.029 SOPh CF₃CF₂ H H 2.030 SO₂Ph CF₃CF₂ H H 2.031 CH₃ CHF₂ H H 2.032 CH₃CH₂ CHF₂ H H 2.033 (CH₃)₂CH CHF₂ H H 2.034 CH₃(CH₂)₃ CHF₂ H H 2.035 Ph CHF₂ H H 2.036 CH₂Br CHF₂ H H 2.037 CH₂OCH₃ CHF₂ H H 2.038 CH₂SMe CHF₂ H H 2.039 CH₂SO₂Me CHF₂ H H 2.040 SCH₃ CHF₂ H H 2.041 SOCH₃ CHF₂ H H 2.042 SO₂CH₃ CHF₂ H H 2.043 SPh CHF₂ H H 2.044 SOPh CHF₂ H H 2.045 SO₂Ph CHF₂ H H 2.046 CH₃ CF₃ CH₃ H 2.047 CH₃CH₂ CF₃ CH₃ H 2.048 (CH₃)₂CH CF₃ CH₃ H 2.049 CH₃(CH₂)₃ CF₃ CH₃ H 2.050 Ph CF₃ CH₃ H 2.051 CH₂Br CF₃ CH₃ H 2.052 CH₂OCH₃ CF₃ CH₃ H 2.053 CH₂SMe CF₃ CH₃ H 2.054 CH₂SO₂Me CF₃ CH₃ H 2.055 SCH₃ CF₃ CH₃ H 2.056 SOCH₃ CF₃ CH₃ H 2.057 SO₂CH₃ CF₃ CH₃ H 2.058 SPh CF₃ CH₃ H 2.059 SOPh CF₃ CH₃ H 2.060 SO₂Ph CF₃ CH₃ H 2.061 CH₃ CF₃CF₂ CH₃ H 2.062 CH₃CH₂ CF₃CF₂ CH₃ H 2.063 (CH₃)₂CH CF₃CF₂ CH₃ H 2.064 CH₃(CH₂)₃ CF₃CF₂ CH₃ H 2.065 Ph CF₃CF₂ CH₃ H 2.066 CH₂Br CF₃CF₂ CH₃ H 2.067 CH₂OCH₃ CF₃CF₂ CH₃ H 2.068 CH₂SMe CF₃CF₂ CH₃ H 2.069 CH₂SO₂Me CF₃CF₂ CH₃ H 2.070 SCH₃ CF₃CF₂ CH₃ H 2.071 SOCH₃ CF₃CF₂ CH₃ H 2.072 SO₂CH₃ CF₃CF₂ CH₃ H 2.073 SPh CF₃CF₂ CH₃ H 2.074 SOPh CF₃CF₂ CH₃ H 2.075 SO₂Ph CF₃CF₂ CH₃ H 2.076 CH₃ CHF₂ CH₃ H 2.077 CH₃CH₂ CHF₂ CH₃ H 2.078 (CH₃)₂CH CHF₂ CH₃ H 2.079 CH₃(CH₂)₃ CHF₂ CH₃ H 2.080 Ph CHF₂ CH₃ H 2.081 CH₂Br CHF₂ CH₃ H 2.082 CH₂OCH₃ CHF₂ CH₃ H 2.083 CH₂SMe CHF₂ CH₃ H 2.084 CH₂SO₂Me CHF₂ CH₃ H 2.085 SCH₃ CHF₂ CH₃ H 2.086 SOCH₃ CHF₂ CH₃ H 2.087 SO₂CH₃ CHF₂ CH₃ H 2.088 SPh CHF₂ CH₃ H 2.089 SOPh CHF₂ CH₃ H 2.090 SO₂Ph CHF₂ CH₃ H 2.091 CH₃ CF₃ H CH₃ 2.092 CH₃CH₂ CF₃ H CH₃ 2.093 (CH₃)₂CH CF₃ H CH₃ 2.094 CH₃(CH₂)₃ CF₃ H CH₃ 2.095 Ph CF₃ H CH₃ 2.096 CH₂Br CF₃ H CH₃ 2.097 CH₂OCH₃ CF₃ H CH₃ 2.098 CH₂SMe CF₃ H CH₃ 2.099 CH₂SO₂Me CF₃ H CH₃ 2.100 SCH₃ CF₃ H CH₃ 2.101 SOCH₃ CF₃ H CH₃ 2.102 SO₂CH₃ CF₃ H CH₃ 2.103 SPh CF₃ H CH₃ 2.104 SOPh CF₃ H CH₃ 2.105 SO₂Ph CF₃ H CH₃

TABLE 3 Compounds of formula Id: (Id)

Compd. no. R₇₅ R₇₆ R₇₇ R₇₈ m.p. (° C.) 3.001 CH₃ CF₃ H H 3.002 CH₃CH₂ CF₃ H H 3.003 (CH₃)₂CH CF₃ H H 3.004 CH₃(CH₂)₃ CF₃ H H 3.005 Ph CF₃ H H 3.006 CH₂Br CF₃ H H 3.007 CH₂OCH₃ CF₃ H H 3.008 CH₂SMe CF₃ H H 3.009 CH₂SO₂Me CF₃ H H 3.010 SCH₃ CF₃ H H 3.011 SOCH₃ CF₃ H H 3.012 SO₂CH₃ CF₃ H H 3.013 SPh CF₃ H H 3.014 SOPh CF₃ H H 3.015 SO₂Ph CF₃ H H 3.016 CH₃ CF₃CF₂ H H 3.017 CH₃CH₂ CF₃CF₂ H H 3.018 (CH₃)₂CH CF₃CF₂ H H 3.019 CH₃(CH₂)₃ CF₃CF₂ H H 3.020 Ph CF₃CF₂ H H 3.021 CH₂Br CF₃CF₂ H H 3.022 CH₂OCH₃ CF₃CF₂ H H 3.023 CH₂SMe CF₃CF₂ H H 3.024 CH₂SO₂Me CF₃CF₂ H H 3.025 SCH₃ CF₃CF₂ H H 3.026 SOCH₃ CF₃CF₂ H H 3.027 SO₂CH₃ CF₃CF₂ H H 3.028 SPh CF₃CF₂ H H 3.029 SOPh CF₃CF₂ H H 3.030 SO₂Ph CF₃CF₂ H H 3.031 CH₃ CHF₂ H H 3.032 CH₃CH₂ CHF₂ H H 3.033 (CH₃)₂CH CHF₂ H H 3.034 CH₃(CH₂)₃ CHF₂ H H 3.035 Ph CHF₂ H H 3.036 CH₂Br CHF₂ H H 3.037 CH₂OCH₃ CHF₂ H H 3.038 CH₂SMe CHF₂ H H 3.039 CH₂SO₂Me CHF₂ H H 3.040 SCH₃ CHF₂ H H 3.041 SOCH₃ CHF₂ H H 3.042 SO₂CH₃ CHF₂ H H 3.043 SPh CHF₂ H H 3.044 SOPh CHF₂ H H 3.045 SO₂Ph CHF₂ H H 3.046 CH₃ CF₃ CH₃ H 3.047 CH₃CH₂ CF₃ CH₃ H 3.048 (CH₃)₂CH CF₃ CH₃ H 3.049 CH₃(CH₂)₃ CF₃ CH₃ H 3.050 Ph CF₃ CH₃ H 3.051 CH₂Br CF₃ CH₃ H 3.052 CH₂OCH₃ CF₃ CH₃ H 3.053 CH₂SMe CF₃ CH₃ H 3.054 CH₂SO₂Me CF₃ CH₃ H 3.055 SCH₃ CF₃ CH₃ H 3.056 SOCH₃ CF₃ CH₃ H 3.057 SO₂CH₃ CF₃ CH₃ H 3.058 SPh CF₃ CH₃ H 3.059 SOPh CF₃ CH₃ H 3.060 SO₂Ph CF₃ CH₃ H 3.061 CH₃ CF₃CF₂ CH₃ H 3.062 CH₃CH₂ CF₃CF₂ CH₃ H 3.063 (CH₃)₂CH CF₃CF₂ CH₃ H 3.064 CH₃(CH₂)₃ CF₃CF₂ CH₃ H 3.065 Ph CF₃CF₂ CH₃ H 3.066 CH₂Br CF₃CF₂ CH₃ H 3.067 CH₂OCH₃ CF₃CF₂ CH₃ H 3.068 CH₂SMe CF₃CF₂ CH₃ H 3.069 CH₂SO₂Me CF₃CF₂ CH₃ H 3.070 SCH₃ CF₃CF₂ CH₃ H 3.071 SOCH₃ CF₃CF₂ CH₃ H 3.072 SO₂CH₃ CF₃CF₂ CH₃ H 3.073 SPh CF₃CF₂ CH₃ H 3.074 SOPh CF₃CF₂ CH₃ H 3.075 SO₂Ph CF₃CF₂ CH₃ H 3.076 CH₃ CHF₂ CH₃ H 3.077 CH₃CH₂ CHF₂ CH₃ H 3.078 (CH₃)₂CH CHF₂ CH₃ H 3.079 CH₃(CH₂)₃ CHF₂ CH₃ H 3.080 Ph CHF₂ CH₃ H 3.081 CH₂Br CHF₂ CH₃ H 3.082 CH₂OCH₃ CHF₂ CH₃ H 3.083 CH₂SMe CHF₂ CH₃ H 3.084 CH₂SO₂Me CHF₂ CH₃ H 3.085 SCH₃ CHF₂ CH₃ H 3.086 SOCH₃ CHF₂ CH₃ H 3.087 SO₂CH₃ CHF₂ CH₃ H 3.088 SPh CHF₂ CH₃ H 3.089 SOPh CHF₂ CH₃ H 3.090 SO₂Ph CHF₂ CH₃ H 3.091 CH₃ CF₃ H CH₃ 3.092 CH₃CH₂ CF₃ H CH₃ 3.093 (CH₃)₂CH CF₃ H CH₃ 3.094 CH₃(CH₂)₃ CF₃ H CH₃ 3.095 Ph CF₃ H CH₃ 3.096 CH₂Br CF₃ H CH₃ 3.097 CH₂OCH₃ CF₃ H CH₃ 3.098 CH₂SMe CF₃ H CH₃ 3.099 CH₂SO₂Me CF₃ H CH₃ 3.100 SCH₃ CF₃ H CH₃ 3.101 SOCH₃ CF₃ H CH₃ 3.102 SO₂CH₃ CF₃ H CH₃ 3.103 SPh CF₃ H CH₃ 3.104 SOPh CF₃ H CH₃ 3.105 SO₂Ph CF₃ H CH₃

TABLE 4 Compounds of formula Ie: (Ie)

Compd. m.p. no. R₇₅ R₇₆ R₇₇ R₇₈ Z (° C.) 4.001 CH₃ CF₃ H H S 103-104 4.002 CH₃CH₂ CF₃ H H S 4.003 (CH₃)₂CH CF₃ H H S 4.004 CH₃(CH₂)₃ CF₃ H H S 4.005 Ph CF₃ H H S 4.006 CH₂Br CF₃ H H S 4.007 CH₂OCH₃ CF₃ H H S 4.008 CH₂SMe CF₃ H H S 4.009 CH₂SO₂Me CF₃ H H S 4.010 SCH₃ CF₃ H H S 4.011 SOCH₃ CF₃ H H S 4.012 SO₂CH₃ CF₃ H H S 4.013 SPh CF₃ H H S 4.014 SOPh CF₃ H H S 4.015 SO₂Ph CF₃ H H S 4.016 CH₃ CF₃CF₂ H H S 4.017 CH₃CH₂ CF₃CF₂ H H S 4.018 (CH₃)₂CH CF₃CF₂ H H S 4.019 CH₃(CH₂)₃ CF₃CF₂ H H S 4.020 Ph CF₃CF₂ H H S 4.021 CH₂Br CF₃CF₂ H H S 4.022 CH₂OCH₃ CF₃CF₂ H H S 4.023 CH₂SMe CF₃CF₂ H H S 4.024 CH₂SO₂Me CF₃CF₂ H H S 4.025 SCH₃ CF₃CF₂ H H S 4.026 SOCH₃ CF₃CF₂ H H S 4.027 SO₂CH₃ CF₃CF₂ H H S 4.028 SPh CF₃CF₂ H H S 4.029 SOPh CF₃CF₂ H H S 4.030 SO₂Ph CF₃CF₂ H H S 4.031 CH₃ CHF₂ H H S 4.032 CH₃CH₂ CHF₂ H H S 4.033 (CH₃)₂CH CHF₂ H H S 4.034 CH₃(CH₂)₃ CHF₂ H H S 4.035 Ph CHF₂ H H S 4.036 CH₂Br CHF₂ H H S 4.037 CH₂OCH₃ CHF₂ H H S 4.038 CH₂SMe CHF₂ H H S 4.039 CH₂SO₂Me CHF₂ H H S 4.040 SCH₃ CHF₂ H H S 4.041 SOCH₃ CHF₂ H H S 4.042 SO₂CH₃ CHF₂ H H S 4.043 SPh CHF₂ H H S 4.044 SOPh CHF₂ H H S 4.045 SO₂Ph CHF₂ H H S 4.046 CH₃ CF₃ CH₃ H S 4.047 CH₃CH₂ CF₃ CH₃ H S 4.048 (CH₃)₂CH CF₃ CH₃ H S 4.049 CH₃(CH₂)₃ CF₃ CH₃ H S 4.050 Ph CF₃ CH₃ H S 4.051 CH₂Br CF₃ CH₃ H S 4.052 CH₂OCH₃ CF₃ CH₃ H S 4.053 CH₂SMe CF₃ CH₃ H S 4.054 CH₂SO₂Me CF₃ CH₃ H S 4.055 SCH₃ CF₃ CH₃ H S 4.056 SOCH₃ CF₃ CH₃ H S 4.057 SO₂CH₃ CF₃ CH₃ H S 4.058 SPh CF₃ CH₃ H S 4.059 SOPh CF₃ CH₃ H S 4.060 SO₂Ph CF₃ CH₃ H S 4.061 CH₃ CF₃CF₂ CH₃ H S 4.062 CH₃CH₂ CF₃CF₂ CH₃ H S 4.063 (CH₃)₂CH CF₃CF₂ CH₃ H S 4.064 CH₃(CH₂)₃ CF₃CF₂ CH₃ H S 4.065 Ph CF₃CF₂ CH₃ H S 4.066 CH₂Br CF₃CF₂ CH₃ H S 4.067 CH₂OCH₃ CF₃CF₂ CH₃ H S 4.068 CH₂SMe CF₃CF₂ CH₃ H S 4.069 CH₂SO₂Me CF₃CF₂ CH₃ H S 4.070 SCH₃ CF₃CF₂ CH₃ H S 4.071 SOCH₃ CF₃CF₂ CH₃ H S 4.072 SO₂CH₃ CF₃CF₂ CH₃ H S 4.073 SPh CF₃CF₂ CH₃ H S 4.074 SOPh CF₃CF₂ CH₃ H S 4.075 SO₂Ph CF₃CF₂ CH₃ H S 4.076 CH₃ CHF₂ CH₃ H S 4.077 CH₃CH₂ CHF₂ CH₃ H S 4.078 (CH₃)₂CH CHF₂ CH₃ H S 4.079 CH₃(CH₂)₃ CHF₂ CH₃ H S 4.080 Ph CHF₂ CH₃ H S 4.081 CH₂Br CHF₂ CH₃ H S 4.082 CH₂OCH₃ CHF₂ CH₃ H S 4.083 CH₂SMe CHF₂ CH₃ H S 4.084 CH₂SO₂Me CHF₂ CH₃ H S 4.085 SCH₃ CHF₂ CH₃ H S 4.086 SOCH₃ CHF₂ CH₃ H S 4.087 SO₂CH₃ CHF₂ CH₃ H S 4.088 SPh CHF₂ CH₃ H S 4.089 SOPh CHF₂ CH₃ H S 4.090 SO₂Ph CHF₂ CH₃ H S 4.091 CH₃ CF₃ H CH₃ S 4.092 CH₃CH₂ CF₃ H CH₃ S 4.093 (CH₃)₂CH CF₃ H CH₃ S 4.094 CH₃(CH₂)₃ CF₃ H CH₃ S 4.095 Ph CF₃ H CH₃ S 4.096 CH₂Br CF₃ H CH₃ S 4.097 CH₂OCH₃ CF₃ H CH₃ S 4.098 CH₂SMe CF₃ H CH₃ S 4.099 CH₂SO₂Me CF₃ H CH₃ S 4.100 SCH₃ CF₃ H CH₃ S 4.101 SOCH₃ CF₃ H CH₃ S 4.102 SO₂CH₃ CF₃ H CH₃ S 4.103 SPh CF₃ H CH₃ S 4.104 SOPh CF₃ H CH₃ S 4.105 SO₂Ph CF₃ H CH₃ S 4.106 CH₃ CF₃ H H SO 96-97 4.107 CH₃CH₂ CF₃ H H SO 4.108 (CH₃)₂CH CF₃ H H SO 4.109 CH₃(CH₂)₃ CF₃ H H SO 4.110 Ph CF₃ H H SO 4.111 CH₂Br CF₃ H H SO 4.112 CH₂OCH₃ CF₃ H H SO 4.113 CH₂SMe CF₃ H H SO 4.114 CH₂SO₂Me CF₃ H H SO 4.115 SCH₃ CF₃ H H SO 4.116 SOCH₃ CF₃ H H SO 4.117 SO₂CH₃ CF₃ H H SO 4.118 SPh CF₃ H H SO 4.119 SOPh CF₃ H H SO 4.120 SO₂Ph CF₃ H H SO 4.121 CH₃ CF₃CF₂ H H SO 4.122 CH₃CH₂ CF₃CF₂ H H SO 4.123 (CH₃)₂CH CF₃CF₂ H H SO 4.124 CH₃(CH₂)₃ CF₃CF₂ H H SO 4.125 Ph CF₃CF₂ H H SO 4.126 CH₂Br CF₃CF₂ H H SO 4.127 CH₂OCH₃ CF₃CF₂ H H SO 4.128 CH₂SMe CF₃CF₂ H H SO 4.129 CH₂SO₂Me CF₃CF₂ H H SO 4.130 SCH₃ CF₃CF₂ H H SO 4.131 SOCH₃ CF₃CF₂ H H SO 4.132 SO₂CH₃ CF₃CF₂ H H SO 4.133 SPh CF₃CF₂ H H SO 4.134 SOPh CF₃CF₂ H H SO 4.135 SO₂Ph CF₃CF₂ H H SO 4.136 CH₃ CHF₂ H H SO 4.137 CH₃CH₂ CHF₂ H H SO 4.138 (CH₃)₂CH CHF₂ H H SO 4.139 CH₃(CH₂)₃ CHF₂ H H SO 4.140 Ph CHF₂ H H SO 4.141 CH₂Br CHF₂ H H SO 4.142 CH₂OCH₃ CHF₂ H H SO 4.143 CH₂SMe CHF₂ H H SO 4.144 CH₂SO₂Me CHF₂ H H SO 4.145 SCH₃ CHF₂ H H SO 4.146 SOCH₃ CHF₂ H H SO 4.147 SO₂CH₃ CHF₂ H H SO 4.148 SPh CHF₂ H H SO 4.149 SOPh CHF₂ H H SO 4.150 SO₂Ph CHF₂ H H SO 4.151 CH₃ CF₃ CH₃ H SO 4.152 CH₃CH₂ CF₃ CH₃ H SO 4.153 (CH₃)₂CH CF₃ CH₃ H SO 4.154 CH₃(CH₂)₃ CF₃ CH₃ H SO 4.155 Ph CF₃ CH₃ H SO 4.156 CH₂Br CF₃ CH₃ H SO 4.157 CH₂OCH₃ CF₃ CH₃ H SO 4.158 CH₂SMe CF₃ CH₃ H SO 4.159 CH₂SO₂Me CF₃ CH₃ H SO 4.160 SCH₃ CF₃ CH₃ H SO 4.161 SOCH₃ CF₃ CH₃ H SO 4.162 SO₂CH₃ CF₃ CH₃ H SO 4.163 SPh CF₃ CH₃ H SO 4.164 SOPh CF₃ CH₃ H SO 4.165 SO₂Ph CF₃ CH₃ H SO 4.166 CH₃ CF₃CF₂ CH₃ H SO 4.167 CH₃CH₂ CF₃CF₂ CH₃ H SO 4.168 (CH₃)₂CH CF₃CF₂ CH₃ H SO 4.169 CH₃(CH₂)₃ CF₃CF₂ CH₃ H SO 4.170 Ph CF₃CF₂ CH₃ H SO 4.171 CH₂Br CF₃CF₂ CH₃ H SO 4.172 CH₂OCH₃ CF₃CF₂ CH₃ H SO 4.173 CH₂SMe CF₃CF₂ CH₃ H SO 4.174 CH₂SO₂Me CF₃CF₂ CH₃ H SO 4.175 SCH₃ CF₃CF₂ CH₃ H SO 4.176 SOCH₃ CF₃CF₂ CH₃ H SO 4.177 SO₂CH₃ CF₃CF₂ CH₃ H SO 4.178 SPh CF₃CF₂ CH₃ H SO 4.179 SOPh CF₃CF₂ CH₃ H SO 4.180 SO₂Ph CF₃CF₂ CH₃ H SO 4.181 CH₃ CHF₂ CH₃ H SO 4.182 CH₃CH₂ CHF₂ CH₃ H SO 4.183 (CH₃)₂CH CHF₂ CH₃ H SO 4.184 CH₃(CH₂)₃ CHF₂ CH₃ H SO 4.185 Ph CHF₂ CH₃ H SO 4.186 CH₂Br CHF₂ CH₃ H SO 4.187 CH₂OCH₃ CHF₂ CH₃ H SO 4.188 CH₂SMe CHF₂ CH₃ H SO 4.189 CH₂SO₂Me CHF₂ CH₃ H SO 4.190 SCH₃ CHF₂ CH₃ H SO 4.191 SOCH₃ CHF₂ CH₃ H SO 4.192 SO₂CH₃ CHF₂ CH₃ H SO 4.193 SPh CHF₂ CH₃ H SO 4.194 SOPh CHF₂ CH₃ H SO 4.195 SO₂Ph CHF₂ CH₃ H SO 4.196 CH₃ CF₃ H CH₃ SO 4.197 CH₃CH₂ CF₃ H CH₃ SO 4.198 (CH₃)₂CH CF₃ H CH₃ SO 4.199 CH₃(CH₂)₃ CF₃ H CH₃ SO 4.200 Ph CF₃ H CH₃ SO 4.201 CH₂Br CF₃ H CH₃ SO 4.202 CH₂OCH₃ CF₃ H CH₃ SO 4.203 CH₂SMe CF₃ H CH₃ SO 4.204 CH₂SO₂Me CF₃ H CH₃ SO 4.205 SCH₃ CF₃ H CH₃ SO 4.206 SOCH₃ CF₃ H CH₃ SO 4.207 SO₂CH₃ CF₃ H CH₃ SO 4.208 SPh CF₃ H CH₃ SO 4.209 SOPh CF₃ H CH₃ SO 4.210 SO₂Ph CF₃ H CH₃ SO 4.211 CH₃ CF₃ H H SO₂ amor- phous 4.212 CH₃CH₂ CF₃ H H SO₂ 4.213 (CH₃)₂CH CF₃ H H SO₂ 4.214 CH₃(CH₂)₃ CF₃ H H SO₂ 4.215 Ph CF₃ H H SO₂ 4.216 CH₂Br CF₃ H H SO₂ 4.217 CH₂OCH₃ CF₃ H H SO₂ 4.218 CH₂SMe CF₃ H H SO₂ 4.219 CH₂SO₂Me CF₃ H H SO₂ 4.220 SCH₃ CF₃ H H SO₂ 4.221 SOCH₃ CF₃ H H SO₂ 4.222 SO₂CH₃ CF₃ H H SO₂ 4.223 SPh CF₃ H H SO₂ 4.224 SOPh CF₃ H H SO₂ 4.225 SO₂Ph CF₃ H H SO₂ 4.226 CH₃ CF₃CF₂ H H SO₂ 4.227 CH₃CH₂ CF₃CF₂ H H SO₂ 4.228 (CH₃)₂CH CF₃CF₂ H H SO₂ 4.229 CH₃(CH₂)₃ CF₃CF₂ H H SO₂ 4.230 Ph CF₃CF₂ H H SO₂ 4.231 CH₂Br CF₃CF₂ H H SO₂ 4.232 CH₂OCH₃ CF₃CF₂ H H SO₂ 4.233 CH₂SMe CF₃CF₂ H H SO₂ 4.234 CH₂SO₂Me CF₃CF₂ H H SO₂ 4.235 SCH₃ CF₃CF₂ H H SO₂ 4.236 SOCH₃ CF₃CF₂ H H SO₂ 4.237 SO₂CH₃ CF₃CF₂ H H SO₂ 4.238 SPh CF₃CF₂ H H SO₂ 4.239 SOPh CF₃CF₂ H H SO₂ 4.240 SO₂Ph CF₃CF₂ H H SO₂ 4.241 CH₃ CHF₂ H H SO₂ 4.242 CH₃CH₂ CHF₂ H H SO₂ 4.243 (CH₃)₂CH CHF₂ H H SO₂ 4.244 CH₃(CH₂)₃ CHF₂ H H SO₂ 4.245 Ph CHF₂ H H SO₂ 4.246 CH₂Br CHF₂ H H SO₂ 4.247 CH₂OCH₃ CHF₂ H H SO₂ 4.248 CH₂SMe CHF₂ H H SO₂ 4.249 CH₂SO₂Me CHF₂ H H SO₂ 4.250 SCH₃ CHF₂ H H SO₂ 4.251 SOCH₃ CHF₂ H H SO₂ 4.252 SO₂CH₃ CHF₂ H H SO₂ 4.253 SPh CHF₂ H H SO₂ 4.254 SOPh CHF₂ H H SO₂ 4.255 SO₂Ph CHF₂ H H SO₂ 4.256 CH₃ CF₃ CH₃ H SO₂ 4.257 CH₃CH₂ CF₃ CH₃ H SO₂ 4.258 (CH₃)₂CH CF₃ CH₃ H SO₂ 4.259 CH₃(CH₂)₃ CF₃ CH₃ H SO₂ 4.260 Ph CF₃ CH₃ H SO₂ 4.261 CH₂Br CF₃ CH₃ H SO₂ 4.262 CH₂OCH₃ CF₃ CH₃ H SO₂ 4.263 CH₂SMe CF₃ CH₃ H SO₂ 4.264 CH₂SO₂Me CF₃ CH₃ H SO₂ 4.265 SCH₃ CF₃ CH₃ H SO₂ 4.266 SOCH₃ CF₃ CH₃ H SO₂ 4.267 SO₂CH₃ CF₃ CH₃ H SO₂ 4.268 SPh CF₃ CH₃ H SO₂ 4.269 SOPh CF₃ CH₃ H SO₂ 4.270 SO₂Ph CF₃ CH₃ H SO₂ 4.271 CH₃ CF₃CF₂ CH₃ H SO₂ 4.272 CH₃CH₂ CF₃CF₂ CH₃ H SO₂ 4.273 (CH₃)₂CH CF₃CF₂ CH₃ H SO₂ 4.274 CH₃(CH₂)₃ CF₃CF₂ CH₃ H SO₂ 4.275 Ph CF₃CF₂ CH₃ H SO₂ 4.276 CH₂Br CF₃CF₂ CH₃ H SO₂ 4.277 CH₂OCH₃ CF₃CF₂ CH₃ H SO₂ 4.278 CH₂SMe CF₃CF₂ CH₃ H SO₂ 4.279 CH₂SO₂Me CF₃CF₂ CH₃ H SO₂ 4.280 SCH₃ CF₃CF₂ CH₃ H SO₂ 4.281 SOCH₃ CF₃CF₂ CH₃ H SO₂ 4.282 SO₂CH₃ CF₃CF₂ CH₃ H SO₂ 4.283 SPh CF₃CF₂ CH₃ H SO₂ 4.284 SOPh CF₃CF₂ CH₃ H SO₂ 4.285 SO₂Ph CF₃CF₂ CH₃ H SO₂ 4.286 CH₃ CHF₂ CH₃ H SO₂ 4.287 CH₃CH₂ CHF₂ CH₃ H SO₂ 4.288 (CH₃)₂CH CHF₂ CH₃ H SO₂ 4.289 CH₃(CH₂)₃ CHF₂ CH₃ H SO₂ 4.290 Ph CHF₂ CH₃ H SO₂ 4.291 CH₂Br CHF₂ CH₃ H SO₂ 4.292 CH₂OCH₃ CHF₂ CH₃ H SO₂ 4.293 CH₂SMe CHF₂ CH₃ H SO₂ 4.294 CH₂SO₂Me CHF₂ CH₃ H SO₂ 4.295 SCH₃ CHF₂ CH₃ H SO₂ 4.296 SOCH₃ CHF₂ CH₃ H SO₂ 4.297 SO₂CH₃ CHF₂ CH₃ H SO₂ 4.298 SPh CHF₂ CH₃ H SO₂ 4.299 SOPh CHF₂ CH₃ H SO₂ 4.300 SO₂Ph CHF₂ CH₃ H SO₂ 4.301 CH₃ CF₃ H CH₃ SO₂ 4.302 CH₃CH₂ CF₃ H CH₃ SO₂ 4.303 (CH₃)₂CH CF₃ H CH₃ SO₂ 4.304 CH₃(CH₂)₃ CF₃ H CH₃ SO₂ 4.305 Ph CF₃ H CH₃ SO₂ 4.306 CH₂Br CF₃ H CH₃ SO₂ 4.307 CH₂OCH₃ CF₃ H CH₃ SO₂ 4.308 CH₂SMe CF₃ H CH₃ SO₂ 4.309 CH₂SO₂Me CF₃ H CH₃ SO₂ 4.310 SCH₃ CF₃ H CH₃ SO₂ 4.311 SOCH₃ CF₃ H CH₃ SO₂ 4.312 SO₂CH₃ CF₃ H CH₃ SO₂ 4.313 SPh CF₃ H CH₃ SO₂ 4.314 SOPh CF₃ H CH₃ SO₂ 4.315 SO₂Ph CF₃ H CH₃ SO₂

TABLE 5 Compounds of formula XVI: (XVI)

Compd. no. R₇₉ R₈₀ R₈₁ R₈₂ A1 H H H CF₃ A2 CH₃ H H CF₃ A3 CH₃CH₂ H H CF₃ A4 (CH₃)₂CH H H CF₃ A5 (CH₃)₃C H H CF₃ A6 cyclopropyl H H CF₃ A7 CH₃(CH₂)₂ H H CF₃ A8 CH₃OCH₂ H H CF₃ A9 CH₃O(CH₂)₂ H H CF₃ A10 Ph H H CF₃ A11 PhO H H CF₃ A12 PhS H H CF₃ A13 PhSO H H CF₃ A14 PhSO₂ H H CF₃ A15 CH₃S H H CF₃ A16 CH₃SO H H CF₃ A17 CF₃ H H CF₃ A18 F₂CH H H CF₃ A19 HCC H H CF₃ A20 CH₃CC H H CF₃ A21 CH₂═CH H H CF₃ A22 CH₂═CHCH₂ H H CF₃ A23 CH₃SO₂N(CH₃) H H CF₃ A24 (CH₃)₂N H H CF₃ A25 (CH₃)₂NSO₂ H H CF₃ A26 ClCH₂ H H CF₃ A27 CH₃SCH₂ H H CF₃ A28 CH₃SOCH₂ H H CF₃ A29 CH₃SO₂CH₂ H H CF₃ A30 [1,2,4]-triazol-1-yl-methyl H H CF₃ A31 CH₃ CF₃ H CH₃ A32 CH₃ CH₃ H CF₃ A33 H H H CF₃CF₂ A34 CH₃ H H CF₃CF₂ A35 CH₃CH₂ H H CF₃CF₂ A36 cyclopropyl H H CF₃CF₂ A37 (CH₃)₃C H H CF₃CF₂ A38 (CH₃)₂CH H H CF₃CF₂ A39 CH₃(CH₂)₂ H H CF₃CF₂ A40 CH₃OCH₂ H H CF₃CF₂ A41 CH₃O(CH₂)₂ H H CF₃CF₂ A42 Ph H H CF₃CF₂ A43 PhO H H CF₃CF₂ A44 PhS H H CF₃CF₂ A45 PhSO H H CF₃CF₂ A46 PhSO₂ H H CF₃CF₂ A47 CH₃S H H CF₃CF₂ A48 CH₃SO H H CF₃CF₂ A49 CF₃ H H CF₃CF₂ A50 F₂CH H H CF₃CF₂ A51 HCC H H CF₃CF₂ A52 CH₃CC H H CF₃CF₂ A53 CH₂═CH H H CF₃CF₂ A54 CH₂═CHCH₂ H H CF₃CF₂ A55 CH₃SO₂N(CH₃) H H CF₃CF₂ A56 (CH₃)₂N H H CF₃CF₂ A57 (CH₃)₂NSO₂ H H CF₃CF₂ A58 ClCH₂ H H CF₃CF₂ A59 CH₃SCH₂ H H CF₃CF₂ A60 CH₃SOCH₂ H H CF₃CF₂ A61 CH₃SO₂CH₂ H H CF₃CF₂ A62 [1,2,4]-triazol-1-yl-methyl H H CF₃CF₂ A63 H H H CF₃CF₂CF₂ A64 CH₃ H H CF₃CF₂CF₂ A65 CH₃CH₂ H H CF₃CF₂CF₂ A66 cyclopropyl H H CF₃CF₂CF₂ A67 (CH₃)₃C H H CF₃CF₂CF₂ A68 (CH₃)₂CH H H CF₃CF₂CF₂ A69 CH₃(CH₂)₂ H H CF₃CF₂CF₂ A70 CH₃OCH₂ H H CF₃CF₂CF₂ A71 CH₃O(CH₂)₂ H H CF₃CF₂CF₂ A72 Ph H H CF₃CF₂CF₂ A73 PhO H H CF₃CF₂CF₂ A74 PhS H H CF₃CF₂CF₂ A75 PhSO H H CF₃CF₂CF₂ A76 PhSO₂ H H CF₃CF₂CF₂ A77 CH₃S H H CF₃CF₂CF₂ A78 CH₃SO H H CF₃CF₂CF₂ A79 CF₃ H H CF₃CF₂CF₂ A80 F₂CH H H CF₃CF₂CF₂ A81 HCC H H CF₃CF₂CF₂ A82 CH₃CC H H CF₃CF₂CF₂ A83 CH₂═CH H H CF₃CF₂CF₂ A84 CH₂═CHCH₂ H H CF₃CF₂CF₂ A85 CH₃SO₂N(CH₃) H H CF₃CF₂CF₂ A86 (CH₃)₂N H H CF₃CF₂CF₂ A87 (CH₃)₂NSO₂ H H CF₃CF₂CF₂ A88 ClCH₂ H H CF₃CF₂CF₂ A89 CH₃SCH₂ H H CF₃CF₂CF₂ A90 CH₃SOCH₂ H H CF₃CF₂CF₂ A91 CH₃SO₂CH₂ H H CF₃CF₂CF₂ A92 [1,2,4]-triazol-1-yl-methyl H H CF₃CF₂CF₂ A93 H H H CF₂Cl A94 CH₃ H H CF₂Cl A95 CH₃CH₂ H H CF₂Cl A96 cyclopropyl H H CF₂Cl A97 (CH₃)₃C H H CF₂Cl A98 (CH₃)₂CH H H CF₂Cl A99 CH₃(CH₂)₂ H H CF₂Cl A100 CH₃OCH₂ H H CF₂Cl A101 CH₃O(CH₂)₂ H H CF₂Cl A102 Ph H H CF₂Cl A103 PhO H H CF₂Cl A104 PhS H H CF₂Cl A105 PhSO H H CF₂Cl A106 PhSO₂ H H CF₂Cl A107 CH₃S H H CF₂Cl A108 CH₃SO H H CF₂Cl A109 CF₃ H H CF₂Cl A110 F₂CH H H CF₂Cl A111 HCC H H CF₂Cl A112 CH₃CC H H CF₂Cl A113 CH₂═CH H H CF₂Cl A114 CH₂═CHCH₂ H H CF₂Cl A115 CH₃SO₂N(CH₃) H H CF₂Cl A116 (CH₃)₂N H H CF₂Cl A117 (CH₃)₂NSO₂ H H CF₂Cl A118 ClCH₂ H H CF₂Cl A119 CH₃SCH₂ H H CF₂Cl A120 CH₃SOCH₂ H H CF₂Cl A121 CH₃SO₂CH₂ H H CF₂Cl A122 [1,2,4]-triazol-1-yl-methyl H H CF₂Cl A123 H H H CHF₂ A124 CH₃ H H CHF₂ A125 CH₃CH₂ H H CHF₂ A126 cyclopropyl H H CHF₂ A127 (CH₃)₃C H H CHF₂ A128 (CH₃)₂CH H H CHF₂ A129 CH₃(CH₂)₂ H H CHF₂ A130 CH₃OCH₂ H H CHF₂ A131 CH₃O(CH₂)₂ H H CHF₂ A132 Ph H H CHF₂ A133 PhO H H CHF₂ A134 PhS H H CHF₂ A135 PhSO H H CHF₂ A136 PhSO₂ H H CHF₂ A137 CH₃S H H CHF₂ A138 CH₃SO H H CHF₂ A139 CF₃ H H CHF₂ A140 F₂CH H H CHF₂ A141 HCC H H CHF₂ A142 CH₃CC H H CHF₂ A143 CH₂═CH H H CHF₂ A144 CH₂═CHCH₂ H H CHF₂ A145 CH₃SO₂N(CH₃) H H CHF₂ A146 (CH₃)₂N H H CHF₂ A147 (CH₃)₂NSO₂ H H CHF₂ A148 ClCH₂ H H CHF₂ A149 CH₃SCH₂ H H CHF₂ A150 CH₃SOCH₂ H H CHF₂ A151 CH₃SO₂CH₂ H H CHF₂ A152 [1,2,4]-triazol-1-yl-methyl H H CHF₂ A153 H H H CCl₃ A154 CH₃ H H CCl₃ A155 CH₃CH₂ H H CCl₃ A156 cyclopropyl H H CCl₃ A157 (CH₃)₃C H H CCl₃ A158 (CH₃)₂CH H H CCl₃ A159 CH₃(CH₂)₂ H H CCl₃ A160 CH₃OCH₂ H H CCl₃ A161 CH₃O(CH₂)₂ H H CCl₃ A162 Ph H H CCl₃ A163 PhO H H CCl₃ A164 PhS H H CCl₃ A165 PhSO H H CCl₃ A166 PhSO₂ H H CCl₃ A167 CH₃S H H CCl₃ A168 CH₃SO H H CCl₃ A169 CF₃ H H CCl₃ A170 F₂CH H H CCl₃ A171 HCC H H CCl₃ A172 CH₃CC H H CCl₃ A173 CH₂═CH H H CCl₃ A174 CH₂═CHCH₂ H H CCl₃ A175 CH₃SO₂N(CH₃) H H CCl₃ A176 (CH₃)₂N H H CCl₃ A177 (CH₃)₂NSO₂ H H CCl₃ A178 ClCH₂ H H CCl₃ A179 CH₃SCH₂ H H CCl₃ A180 CH₃SOCH₂ H H CCl₃ A181 CH₃SO₂CH₂ H H CCl₃ A182 [1,2,4]-triazol-1-yl-methyl H H CCl₃ A183 H H CH₃ CF₃ A184 CH₃ H CH₃ CF₃ A185 CH₃CH₂ H CH₃ CF₃ A186 cyclopropyl H CH₃ CF₃ A187 (CH₃)₃C H CH₃ CF₃ A188 (CH₃)₂CH H CH₃ CF₃ A189 CH₃(CH₂)₂ H CH₃ CF₃ A190 CH₃OCH₂ H CH₃ CF₃ A191 CH₃O(CH₂)₂ H CH₃ CF₃ A192 Ph H CH₃ CF₃ A193 PhO H CH₃ CF₃ A194 PhS H CH₃ CF₃ A195 PhSO H CH₃ CF₃ A196 PhSO₂ H CH₃ CF₃ A197 CH₃S H CH₃ CF₃ A198 CH₃SO H CH₃ CF₃ A199 CF₃ H CH₃ CF₃ A200 F₂CH H CH₃ CF₃ A201 HCC H CH₃ CF₃ A202 CH₃CC H CH₃ CF₃ A203 CH₂═CH H CH₃ CF₃ A204 CH₂═CHCH₂ H CH₃ CF₃ A205 CH₃SO₂N(CH₃) H CH₃ CF₃ A206 (CH₃)₂N H CH₃ CF₃ A207 (CH₃)₂NSO₂ H CH₃ CF₃ A208 ClCH₂ H CH₃ CF₃ A209 CH₃SCH₂ H CH₃ CF₃ A210 CH₃SOCH₂ H CH₃ CF₃ A211 CH₃SO₂CH₂ H CH₃ CF₃ A212 H H CH₃ CF₃CF₂ A213 CH₃ H CH₃ CF₃CF₂ A214 CH₃CH₂ H CH₃ CF₃CF₂ A215 cyclopropyl H CH₃ CF₃CF₂ A216 (CH₃)₃C H CH₃ CF₃CF₂ A217 (CH₃)₂CH H CH₃ CF₃CF₂ A218 CH₃(CH₂)₂ H CH₃ CF₃CF₂ A219 CH₃OCH₂ H CH₃ CF₃CF₂ A220 CH₃O(CH₂)₂ H CH₃ CF₃CF₂ A221 Ph H CH₃ CF₃CF₂ A222 PhO H CH₃ CF₃CF₂ A223 PhS H CH₃ CF₃CF₂ A224 PhSO H CH₃ CF₃CF₂ A225 PhSO₂ H CH₃ CF₃CF₂ A226 CH₃S H CH₃ CF₃CF₂ A227 CH₃SO H CH₃ CF₃CF₂ A228 CF₃ H CH₃ CF₃CF₂ A229 F₂CH H CH₃ CF₃CF₂ A230 HCC H CH₃ CF₃CF₂ A231 CH₃CC H CH₃ CF₃CF₂ A232 CH₂═CH H CH₃ CF₃CF₂ A233 CH₂═CHCH₂ H CH₃ CF₃CF₂ A234 CH₃SO₂N(CH₃) H CH₃ CF₃CF₂ A235 (CH₃)₂N H CH₃ CF₃CF₂ A236 (CH₃)₂NSO₂ H CH₃ CF₃CF₂ A237 ClCH₂ H CH₃ CF₃CF₂ A238 CH₃SCH₂ H CH₃ CF₃CF₂ A239 CH₃SOCH₂ H CH₃ CF₃CF₂ A240 CH₃SO₂CH₂ H CH₃ CF₃CF₂ A241 H H CH₃ CF₃CF₂CF₂ A242 CH₃ H CH₃ CF₃CF₂CF₂ A243 CH₃CH₂ H CH₃ CF₃CF₂CF₂ A244 cyclopropyl H CH₃ CF₃CF₂CF₂ A245 (CH₃)₃C H CH₃ CF₃CF₂CF₂ A246 (CH₃)₂CH H CH₃ CF₃CF₂CF₂ A247 CH₃(CH₂)₂ H CH₃ CF₃CF₂CF₂ A248 CH₃OCH₂ H CH₃ CF₃CF₂CF₂ A249 CH₃O(CH₂)₂ H CH₃ CF₃CF₂CF₂ A250 Ph H CH₃ CF₃CF₂CF₂ A251 PhO H CH₃ CF₃CF₂CF₂ A252 PhS H CH₃ CF₃CF₂CF₂ A253 PhSO H CH₃ CF₃CF₂CF₂ A254 PhSO₂ H CH₃ CF₃CF₂CF₂ A255 CH₃S H CH₃ CF₃CF₂CF₂ A256 CH₃SO H CH₃ CF₃CF₂CF₂ A257 CF₃ H CH₃ CF₃CF₂CF₂ A258 F₂CH H CH₃ CF₃CF₂CF₂ A259 HCC H CH₃ CF₃CF₂CF₂ A260 CH₃CC H CH₃ CF₃CF₂CF₂ A261 CH₂═CH H CH₃ CF₃CF₂CF₂ A262 CH₂═CHCH₂ H CH₃ CF₃CF₂CF₂ A263 CH₃SO₂N(CH₃) H CH₃ CF₃CF₂CF₂ A264 (CH₃)₂N H CH₃ CF₃CF₂CF₂ A265 (CH₃)₂NSO₂ H CH₃ CF₃CF₂CF₂ A266 ClCH₂ H CH₃ CF₃CF₂CF₂ A267 CH₃SCH₂ H CH₃ CF₃CF₂CF₂ A268 CH₃SOCH₂ H CH₃ CF₃CF₂CF₂ A269 CH₃SO₂CH₂ H CH₃ CF₃CF₂CF₂ A270 H H CH₃ CF₂Cl A271 CH₃ H CH₃ CF₂Cl A272 CH₃CH₂ H CH₃ CF₂Cl A273 cyclopropyl H CH₃ CF₂Cl A274 (CH₃)₃C H CH₃ CF₂Cl A275 (CH₃)₂CH H CH₃ CF₂Cl A276 CH₃(CH₂)₂ H CH₃ CF₂Cl A277 CH₃OCH₂ H CH₃ CF₂Cl A278 CH₃O(CH₂)₂ H CH₃ CF₂Cl A279 Ph H CH₃ CF₂Cl A280 PhO H CH₃ CF₂Cl A281 PhS H CH₃ CF₂Cl A282 PhSO H CH₃ CF₂Cl A283 PhSO₂ H CH₃ CF₂Cl A284 CH₃S H CH₃ CF₂Cl A285 CH₃SO H CH₃ CF₂Cl A286 CF₃ H CH₃ CF₂Cl A287 F₂CH H CH₃ CF₂Cl A288 HCC H CH₃ CF₂Cl A289 CH₃CC H CH₃ CF₂Cl A290 CH₂═CH H CH₃ CF₂Cl A291 CH₂═CHCH₂ H CH₃ CF₂Cl A292 CH₃SO₂N(CH₃) H CH₃ CF₂Cl A293 (CH₃)₂N H CH₃ CF₂Cl A294 (CH₃)₂NSO₂ H CH₃ CF₂Cl A295 ClCH₂ H CH₃ CF₂Cl A296 CH₃SCH₂ H CH₃ CF₂Cl A297 CH₃SOCH₂ H CH₃ CF₂Cl A298 CH₃SO₂CH₂ H CH₃ CF₂Cl A299 H H CH₃ CHF₂ A300 CH₃ H CH₃ CHF₂ A301 CH₃CH₂ H CH₃ CHF₂ A302 cyclopropyl H CH₃ CHF₂ A303 (CH₃)₃C H CH₃ CHF₂ A304 (CH₃)₂CH H CH₃ CHF₂ A305 CH₃(CH₂)₂ H CH₃ CHF₂ A306 CH₃OCH₂ H CH₃ CHF₂ A307 CH₃O(CH₂)₂ H CH₃ CHF₂ A308 Ph H CH₃ CHF₂ A309 PhO H CH₃ CHF₂ A310 PhS H CH₃ CHF₂ A311 PhSO H CH₃ CHF₂ A312 PhSO₂ H CH₃ CHF₂ A313 CH₃S H CH₃ CHF₂ A314 CH₃SO H CH₃ CHF₂ A315 CF₃ H CH₃ CHF₂ A316 F₂CH H CH₃ CHF₂ A317 HCC H CH₃ CHF₂ A318 CH₃CC H CH₃ CHF₂ A319 CH₂═CH H CH₃ CHF₂ A320 CH₂═CHCH₂ H CH₃ CHF₂ A321 CH₃SO₂N(CH₃) H CH₃ CHF₂ A322 (CH₃)₂N H CH₃ CHF₂ A323 (CH₃)₂NSO₂ H CH₃ CHF₂ A324 ClCH₂ H CH₃ CHF₂ A325 CH₃SCH₂ H CH₃ CHF₂ A326 CH₃SOCH₂ H CH₃ CHF₂ A327 CH₃SO₂CH₂ H CH₃ CHF₂ A328 H H CH₃ CCl₃ A329 CH₃ H CH₃ CCl₃ A330 CH₃CH₂ H CH₃ CCl₃ A331 (CH₃)₃C H CH₃ CCl₃ A332 (CH₃)₂CH H CH₃ CCl₃ A333 cyclopropyl H CH₃ CCl₃ A334 CH₃(CH₂)₂ H CH₃ CCl₃ A335 CH₃OCH₂ H CH₃ CCl₃ A336 CH₃O(CH₂)₂ H CH₃ CCl₃ A337 Ph H CH₃ CCl₃ A338 PhO H CH₃ CCl₃ A339 PhS H CH₃ CCl₃ A340 PhSO H CH₃ CCl₃ A341 PhSO₂ H CH₃ CCl₃ A342 CH₃S H CH₃ CCl₃ A343 CH₃SO H CH₃ CCl₃ A344 CF₃ H CH₃ CCl₃ A345 F₂CH H CH₃ CCl₃ A346 HCC H CH₃ CCl₃ A347 CH₃CC H CH₃ CCl₃ A348 CH₂═CH H CH₃ CCl₃ A349 CH₂═CHCH₂ H CH₃ CCl₃ A350 CH₃SO₂N(CH₃) H CH₃ CCl₃ A351 (CH₃)₂N H CH₃ CCl₃ A352 (CH₃)₂NSO₂ H CH₃ CCl₃ A353 ClCH₂ H CH₃ CCl₃ A354 CH₃SCH₂ H CH₃ CCl₃ A355 CH₃SOCH₂ H CH₃ CCl₃ A356 CH₃SO₂CH₂ H CH₃ CCl₃ A357 H H Ph CF₃ A358 CH₃ H Ph CF₃ A359 CH₃CH₂ H Ph CF₃ A360 cyclopropyl H Ph CF₃ A361 (CH₃)₃C H Ph CF₃ A362 (CH₃)₂CH H Ph CF₃ A363 CH₃(CH₂)₂ H Ph CF₃ A364 CH₃OCH₂ H Ph CF₃ A365 CH₃O(CH₂)₂ H Ph CF₃ A366 Ph H Ph CF₃ A367 PhO H Ph CF₃ A368 PhS H Ph CF₃ A369 PhSO H Ph CF₃ A370 PhSO₂ H Ph CF₃ A371 CH₃S H Ph CF₃ A372 CH₃SO H Ph CF₃ A373 CF₃ H Ph CF₃ A374 F₂CH H Ph CF₃ A375 HCC H Ph CF₃ A376 CH₃CC H Ph CF₃ A377 CH₂═CH H Ph CF₃ A378 CH₂═CHCH₂ H Ph CF₃ A379 CH₃SO₂N(CH₃) H Ph CF₃ A380 (CH₃)₂N H Ph CF₃ A381 (CH₃)₂NSO₂ H Ph CF₃ A382 ClCH₂ H Ph CF₃ A383 CH₃SCH₂ H Ph CF₃ A384 CH₃SOCH₂ H Ph CF₃ A385 CH₃SO₂CH₂ H Ph CF₃ A386 H H Ph CF₃CF₂ A387 CH₃ H Ph CF₃CF₂ A388 CH₃CH₂ H Ph CF₃CF₂ A389 cyclopropyl H Ph CF₃CF₂ A390 (CH₃)₃C H Ph CF₃CF₂ A391 (CH₃)₂CH H Ph CF₃CF₂ A392 CH₃(CH₂)₂ H Ph CF₃CF₂ A393 CH₃OCH₂ H Ph CF₃CF₂ A394 CH₃O(CH₂)₂ H Ph CF₃CF₂ A395 Ph H Ph CF₃CF₂ A396 PhO H Ph CF₃CF₂ A397 PhS H Ph CF₃CF₂ A398 PhSO H Ph CF₃CF₂ A399 PhSO₂ H Ph CF₃CF₂ A400 CH₃S H Ph CF₃CF₂ A401 CH₃SO H Ph CF₃CF₂ A402 CF₃ H Ph CF₃CF₂ A403 F₂CH H Ph CF₃CF₂ A404 HCC H Ph CF₃CF₂ A405 CH₃CC H Ph CF₃CF₂ A406 CH₂═CH H Ph CF₃CF₂ A407 CH₂═CHCH₂ H Ph CF₃CF₂ A408 CH₃SO₂N(CH₃) H Ph CF₃CF₂ A409 (CH₃)₂N H Ph CF₃CF₂ A410 (CH₃)₂NSO₂ H Ph CF₃CF₂ A411 ClCH₂ H Ph CF₃CF₂ A412 CH₃SCH₂ H Ph CF₃CF₂ A413 CH₃SOCH₂ H Ph CF₃CF₂ A414 CH₃SO₂CH₂ H Ph CF₃CF₂ A415 H H Ph CF₃CF₂CF₂ A416 CH₃ H Ph CF₃CF₂CF₂ A417 CH₃CH₂ H Ph CF₃CF₂CF₂ A418 cyclopropyl H Ph CF₃CF₂CF₂ A419 (CH₃)₃C H Ph CF₃CF₂CF₂ A420 (CH₃)₂CH H Ph CF₃CF₂CF₂ A421 CH₃(CH₂)₂ H Ph CF₃CF₂CF₂ A422 CH₃OCH₂ H Ph CF₃CF₂CF₂ A423 CH₃O(CH₂)₂ H Ph CF₃CF₂CF₂ A424 Ph H Ph CF₃CF₂CF₂ A425 PhO H Ph CF₃CF₂CF₂ A426 PhS H Ph CF₃CF₂CF₂ A427 PhSO H Ph CF₃CF₂CF₂ A428 PhSO₂ H Ph CF₃CF₂CF₂ A429 CH₃S H Ph CF₃CF₂CF₂ A430 CH₃SO H Ph CF₃CF₂CF₂ A431 CF₃ H Ph CF₃CF₂CF₂ A432 F₂CH H Ph CF₃CF₂CF₂ A433 HCC H Ph CF₃CF₂CF₂ A434 CH₃CC H Ph CF₃CF₂CF₂ A435 CH₂═CH H Ph CF₃CF₂CF₂ A436 CH₂═CHCH₂ H Ph CF₃CF₂CF₂ A437 CH₃SO₂N(CH₃) H Ph CF₃CF₂CF₂ A438 (CH₃)₂N H Ph CF₃CF₂CF₂ A439 (CH₃)₂NSO₂ H Ph CF₃CF₂CF₂ A440 ClCH₂ H Ph CF₃CF₂CF₂ A441 CH₃SCH₂ H Ph CF₃CF₂CF₂ A442 CH₃SOCH₂ H Ph CF₃CF₂CF₂ A443 CH₃SO₂CH₂ H Ph CF₃CF₂CF₂ A444 H H Ph CF₂Cl A445 CH₃ H Ph CF₂Cl A446 CH₃CH₂ H Ph CF₂Cl A447 cyclopropyl H Ph CF₂Cl A448 (CH₃)₃C H Ph CF₂Cl A449 (CH₃)₂CH H Ph CF₂Cl A450 CH₃(CH₂)₂ H Ph CF₂Cl A451 CH₃OCH₂ H Ph CF₂Cl A452 CH₃O(CH₂)₂ H Ph CF₂Cl A453 Ph H Ph CF₂Cl A454 PhO H Ph CF₂Cl A455 PhS H Ph CF₂Cl A456 PhSO H Ph CF₂Cl A457 PhSO₂ H Ph CF₂Cl A458 CH₃S H Ph CF₂Cl A459 CH₃SO H Ph CF₂Cl A460 CF₃ H Ph CF₂Cl A461 F₂CH H Ph CF₂Cl A462 HCC H Ph CF₂Cl A463 CH₃CC H Ph CF₂Cl A464 CH₂═CH H Ph CF₂Cl A465 CH₂═CHCH₂ H Ph CF₂Cl A466 CH₃SO₂N(CH₃) H Ph CF₂Cl A467 (CH₃)₂N H Ph CF₂Cl A468 (CH₃)₂NSO₂ H Ph CF₂Cl A469 ClCH₂ H Ph CF₂Cl A470 CH₃SCH₂ H Ph CF₂Cl A471 CH₃SOCH₂ H Ph CF₂Cl A472 CH₃SO₂CH₂ H Ph CF₂Cl A473 H H Ph CHF₂ A474 CH₃ H Ph CHF₂ A475 CH₃CH₂ H Ph CHF₂ A476 cyclopropyl H Ph CHF₂ A477 (CH₃)₃C H Ph CHF₂ A478 (CH₃)₂CH H Ph CHF₂ A479 CH₃(CH₂)₂ H Ph CHF₂ A480 CH₃OCH₂ H Ph CHF₂ A481 CH₃O(CH₂)₂ H Ph CHF₂ A482 Ph H Ph CHF₂ A483 PhO H Ph CHF₂ A484 PhS H Ph CHF₂ A485 PhSO H Ph CHF₂ A486 PhSO₂ H Ph CHF₂ A487 CH₃S H Ph CHF₂ A488 CH₃SO H Ph CHF₂ A489 CF₃ H Ph CHF₂ A490 F₂CH H Ph CHF₂ A491 HCC H Ph CHF₂ A492 CH₃CC H Ph CHF₂ A493 CH₂═CH H Ph CHF₂ A494 CH₂═CHCH₂ H Ph CHF₂ A495 CH₃SO₂N(CH₃) H Ph CHF₂ A496 (CH₃)₂N H Ph CHF₂ A497 (CH₃)₂NSO₂ H Ph CHF₂ A498 ClCH₂ H Ph CHF₂ A499 CH₃SCH₂ H Ph CHF₂ A500 CH₃SOCH₂ H Ph CHF₂ A501 CH₃SO₂CH₂ H Ph CHF₂ A502 H H Ph CCl₃ A503 CH₃ H Ph CCl₃ A504 CH₃CH₂ H Ph CCl₃ A505 cyclopropyl H Ph CCl₃ A506 (CH₃)₃C H Ph CCl₃ A507 (CH₃)₂CH H Ph CCl₃ A508 CH₃(CH₂)₂ H Ph CCl₃ A509 CH₃OCH₂ H Ph CCl₃ A510 CH₃O(CH₂)₂ H Ph CCl₃ A511 Ph H Ph CCl₃ A512 PhO H Ph CCl₃ A513 PhS H Ph CCl₃ A514 PhSO H Ph CCl₃ A515 PhSO₂ H Ph CCl₃ A516 CH₃S H Ph CCl₃ A517 CH₃SO H Ph CCl₃ A518 CF₃ H Ph CCl₃ A519 F₂CH H Ph CCl₃ A520 HCC H Ph CCl₃ A521 CH₃CC H Ph CCl₃ A522 CH₂═CH H Ph CCl₃ A523 CH₂═CHCH₂ H Ph CCl₃ A524 CH₃SO₂N(CH₃) H Ph CCl₃ A525 (CH₃)₂N H Ph CCl₃ A526 (CH₃)₂NSO₂ H Ph CCl₃ A527 ClCH₂ H Ph CCl₃ A528 CH₃SCH₂ H Ph CCl₃ A529 CH₃SOCH₂ H Ph CCl₃ A530 CH₃SO₂CH₂ H Ph CCl₃ A531 H CH₃ H CF₃ A532 H CH₃CH₂ H CF₃ A533 H cyclopropyl H CF₃ A534 H (CH₃)₃CH H CF₃ A535 H (CH₃)₂CH H CF₃ A536 H CH₃(CH₂)₂ H CF₃ A537 H CH₃OCH₂ H CF₃ A538 H CH₃O(CH₂)₂ H CF₃ A539 H Ph H CF₃ A540 H PhO H CF₃ A541 H PhS H CF₃ A542 H PhSO H CF₃ A543 H PhSO₂ H CF₃ A544 H CH₃S H CF₃ A545 H CH₃SO H CF₃ A546 H CF₃ H CF₃ A547 H F₂CH H CF₃ A548 H HCC H CF₃ A549 H CH₃CC H CF₃ A550 H CH₂═CH H CF₃ A551 H CH₂═CHCH₂ H CF₃ A552 H CH₃SO₂N(CH₃) H CF₃ A553 H (CH₃)₂N H CF₃ A554 H (CH₃)₂NSO₂ H CF₃ A555 H CH₃SCH₂ H CF₃ A556 H CH₃SOCH₂ H CF₃ A557 H CH₃SO₂CH₂ H CF₃ A558 H CH₃ H CF₃CF₂ A559 H CH₃CH₂ H CF₃CF₂ A560 H cyclopropyl H CF₃CF₂ A561 H (CH₃)₃C H CF₃CF₂ A562 H (CH₃)₂CH H CF₃CF₂ A563 H CH₃(CH₂)₂ H CF₃CF₂ A564 H CH₃OCH₂ H CF₃CF₂ A565 H CH₃O(CH₂)₂ H CF₃CF₂ A566 H Ph H CF₃CF₂ A567 H PhO H CF₃CF₂ A568 H PhS H CF₃CF₂ A569 H PhSO H CF₃CF₂ A570 H PhSO₂ H CF_(3CF) ₂ A571 H CH₃S H CF₃CF₂ A572 H CH₃SO H CF₃CF₂ A573 H CF₃ H CF₃CF₂ A574 H F₂CH H CF₃CF₂ A575 H HCC H CF₃CF₂ A576 H CH₃CC H CF₃CF₂ A577 H CH₂═CH H CF₃CF₂ A578 H CH₂═CHCH₂ H CF₃CF₂ A579 H CH₃SO₂N(CH₃) H CF₃CF₂ A580 H (CH₃)₂N H CF₃CF₂ A581 H (CH₃)₂NSO₂ H CF₃CF₂ A582 H CH₃SCH₂ H CF₃CF₂ A583 H CH₃SOCH₂ H CF₃CF₂ A584 H CH₃SO₂CH₂ H CF₃CF₂ A585 H CH₃ H CF₃CF₂CF₂ A586 H CH₃CH₂ H CF₃CF₂CF₂ A587 H cyclopropyl H CF₃CF₂CF₂ A588 H (CH₃)₃C H CF₃CF₂CF₂ A589 H (CH₃)₂CH H CF₃CF₂CF₂ A590 H CH₃(CH₂)₂ H CF₃CF₂CF₂ A591 H CH₃OCH₂ H CF₃CF₂CF₂ A592 H CH₃O(CH₂)₂ H CF₃CF₂CF₂ A593 H Ph H CF₃CF₂CF₂ A594 H PhO H CF₃CF₂CF₂ A595 H PhS H CF₃CF₂CF₂ A596 H PhSO H CF₃CF₂CF₂ A597 H PhSO₂ H CF₃CF₂CF₂ A598 H CH₃S H CF₃CF₂CF₂ A599 H CH₃SO H CF₃CF₂CF₂ A600 H CF₃ H CF₃CF₂CF₂ A601 H F₂CH H CF₃CF₂CF₂ A602 H HCC H CF₃CF₂CF₂ A603 H CH₃CC H CF₃CF₂CF₂ A604 H CH₂═CH H CF₃CF₂CF₂ A605 H CH₂═CHCH₂ H CF₃CF₂CF₂ A606 H CH₃SO₂N(CH₃) H CF₃CF₂CF₂ A607 H (CH₃)₂N H CF₃CF₂CF₂ A608 H (CH₃)₂NSO₂ H CF₃CF₂CF₂ A609 H CH₃SCH₂ H CF₃CF₂CF₂ A610 H CH₃SOCH₂ H CF₃CF₂CF₂ A611 H CH₃SO₂CH₂ H CF₃CF₂CF₂ A612 H CH₃ H CF₂Cl A613 H CH₃CH₂ H CF₂Cl A614 H cyclopropyl H CF₂Cl A615 H (CH₃)₃C H CF₂Cl A616 H (CH₃)₂CH H CF₂Cl A617 H CH₃(CH₂)₂ H CF₂Cl A618 H CH₃OCH₂ H CF₂Cl A619 H CH₃O(CH₂)₂ H CF₂Cl A620 H Ph H CF₂Cl A621 H PhO H CF₂Cl A622 H PhS H CF₂Cl A623 H PhSO H CF₂Cl A624 H PhSO₂ H CF₂Cl A625 H CH₃S H CF₂Cl A626 H CH₃SO H CF₂Cl A627 H CF₃ H CF₂Cl A628 H F₂CH H CF₂Cl A629 H HCC H CF₂Cl A630 H CH₃CC H CF₂Cl A631 H CH₂═CH H CF₂Cl A632 H CH₂═CHCH₂ H CF₂Cl A633 H CH₃SO₂N(CH₃) H CF₂Cl A634 H (CH₃)₂N H CF₂Cl A635 H (CH₃)₂NSO₂ H CF₂Cl A636 H CH₃SCH₂ H CF₂Cl A637 H CH₃SOCH₂ H CF₂Cl A638 H CH₃SO₂CH₂ H CF₂Cl A639 H CH₃ H CHF₂ A640 H CH₃CH₂ H CHF₂ A641 H cyclopropyl H CHF₂ A642 H (CH₃)₃C H CHF₂ A643 H (CH₃)₂CH H CHF₂ A644 H CH₃(CH₂)₂ H CHF₂ A645 H CH₃OCH₂ H CHF₂ A646 H CH₃O(CH₂)₂ H CHF₂ A647 H Ph H CHF₂ A648 H PhO H CHF₂ A649 H PhS H CHF₂ A650 H PhSO H CHF₂ A651 H PhSO₂ H CHF₂ A652 H CH₃S H CHF₂ A653 H CH₃SO H CHF₂ A654 H CF₃ H CHF₂ A655 H F₂CH H CHF₂ A656 H HCC H CHF₂ A657 H CH₃CC H CHF₂ A658 H CH₂═CH H CHF₂ A659 H CH₂═CHCH₂ H CHF₂ A660 H CH₃SO₂N(CH₃) H CHF₂ A661 H (CH₃)₂N H CHF₂ A662 H (CH₃)₂NSO₂ H CHF₂ A663 H CH₃SCH₂ H CHF₂ A664 H CH₃SOCH₂ H CHF₂ A665 H CH₃SO₂CH₂ H CHF₂ A666 H CH₃ H CCl₃ A667 H CH₃CH₂ H CCl₃ A668 H cyclopropyl H CCl₃ A669 H (CH₃)₃C H CCl₃ A670 H (CH₃)₂CH H CCl₃ A671 H CH₃(CH₂)₂ H CCl₃ A672 H CH₃OCH₂ H CCl₃ A673 H CH₃O(CH₂)₂ H CCl₃ A674 H Ph H CCl₃ A675 H PhO H CCl₃ A676 H PhS H CCl₃ A677 H PhSO H CCl₃ A678 H PhSO₂ H CCl₃ A679 H CH₃S H CCl₃ A680 H CH₃SO H CCl₃ A681 H CF₃ H CCl₃ A682 H F₂CH H CCl₃ A683 H HCC H CCl₃ A684 H CH₃CC H CCl₃ A685 H CH₂═CH H CCl₃ A686 H CH₂═CHCH₂ H CCl₃ A687 H CH₃SO₂N(CH₃) H CCl₃ A688 H (CH₃)₂N H CCl₃ A689 H (CH₃)₂NSO₂ H CCl₃ A690 H CH₃SCH₂ H CCl₃ A691 H CH₃SOCH₂ H CCl₃ A692 H CH₃SO₂CH₂ H CCl₃ A693 H CH₃ CH₃ CF₃ A694 H CH₃CH₂ CH₃ CF₃ A695 H cyclopropyl CH₃ CF₃ A696 H (CH₃)₃C CH₃ CF₃ A697 H (CH₃)₂CH CH₃ CF₃ A698 H CH₃(CH₂)₂ CH₃ CF₃ A699 H CH₃OCH₂ CH₃ CF₃ A700 H CH₃O(CH₂)₂ CH₃ CF₃ A701 H Ph CH₃ CF₃ A702 H PhO CH₃ CF₃ A703 H PhS CH₃ CF₃ A704 H PhSO CH₃ CF₃ A705 H PhSO₂ CH₃ CF₃ A706 H CH₃S CH₃ CF₃ A707 H CH₃SO CH₃ CF₃ A708 H CF₃ CH₃ CF₃ A709 H F₂CH CH₃ CF₃ A710 H HCC CH₃ CF₃ A711 H CH₃CC CH₃ CF₃ A712 H CH₂═CH CH₃ CF₃ A713 H CH₂═CHCH₂ CH₃ CF₃ A714 H CH₃SO₂N(CH₃) CH₃ CF₃ A715 H (CH₃)₂N CH₃ CF₃ A716 H (CH₃)₂NSO₂ CH₃ CF₃ A717 H CH₃SCH₂ CH₃ CF₃ A718 H CH₃SOCH₂ CH₃ CF₃ A719 H CH₃SO₂CH₂ CH₃ CF₃ A720 H CH₃ CH₃ CF₃CF₂ A721 H CH₃CH₂ CH₃ CF₃CF₂ A722 H cyclopropyl CH₃ CF₃CF₂ A723 H (CH₃)₃C CH₃ CF₃CF₂ A724 H (CH₃)₂CH CH₃ CF₃CF₂ A725 H CH₃(CH₂)₂ CH₃ CF₃CF₂ A726 H CH₃OCH₂ CH₃ CF₃CF₂ A727 H CH₃O(CH₂)₂ CH₃ CF₃CF₂ A728 H Ph CH₃ CF₃CF₂ A729 H PhO CH₃ CF₃CF₂ A730 H PhS CH₃ CF₃CF₂ A731 H PhSO CH₃ CF₃CF₂ A732 H PhSO₂ CH₃ CF₃CF₂ A733 H CH₃S CH₃ CF₃CF₂ A734 H CH₃SO CH₃ CF₃CF₂ A735 H CF₃ CH₃ CF₃CF₂ A736 H F₂CH CH₃ CF₃CF₂ A737 H HCC CH₃ CF₃CF₂ A738 H CH₃CC CH₃ CF₃CF₂ A739 H CH₂═CH CH₃ CF₃CF₂ A740 H CH₂═CHCH₂ CH₃ CF₃CF₂ A741 H CH₃SO₂N(CH₃) CH₃ CF₃CF₂ A742 H (CH₃)₂N CH₃ CF₃CF₂ A743 H (CH₃)₂NSO₂ CH₃ CF₃CF₂ A744 H CH₃SCH₂ CH₃ CF₃CF₂ A745 H CH₃SOCH₂ CH₃ CF₃CF₂ A746 H CH₃SO₂CH₂ CH₃ CF₃CF₂ A747 H CH₃ CH₃ CF₃CF₂CF₂ A748 H CH₃CH₂ CH₃ CF₃CF₂CF₂ A749 H cyclopropyl CH₃ CF₃CF₂CF₂ A750 H (CH₃)₃C CH₃ CF₃CF₂CF₂ A751 H (CH₃)₂CH CH₃ CF₃CF₂CF₂ A752 H CH₃(CH₂)₂ CH₃ CF₃CF₂CF₂ A753 H CH₃OCH₂ CH₃ CF₃CF₂CF₂ A754 H CH₃O(CH₂)₂ CH₃ CF₃CF₂CF₂ A755 H Ph CH₃ CF₃CF₂CF₂ A756 H PhO CH₃ CF₃CF₂CF₂ A757 H PhS CH₃ CF₃CF₂CF₂ A758 H PhSO CH₃ CF₃CF₂CF₂ A759 H PhSO₂ CH₃ CF₃CF₂CF₂ A760 H CH₃S CH₃ CF₃CF₂CF₂ A761 H CH₃SO CH₃ CF₃CF₂CF₂ A762 H CF₃ CH₃ CF₃CF₂CF₂ A763 H F₂CH CH₃ CF₃CF₂CF₂ A764 H HCC CH₃ CF₃CF₂CF₂ A765 H CH₃CC CH₃ CF₃CF₂CF₂ A766 H CH₂═CH CH₃ CF₃CF₂CF₂ A767 H CH₂═CHCH₂ CH₃ CF₃CF₂CF₂ A768 H CH₃SO₂N(CH₃) CH₃ CF₃CF₂CF₂ A769 H (CH₃)₂N CH₃ CF₃CF₂CF₂ A770 H (CH₃)₂NSO₂ CH₃ CF₃CF₂CF₂ A771 H CH₃SCH₂ CH₃ CF₃CF₂CF₂ A772 H CH₃SOCH₂ CH₃ CF₃CF₂CF₂ A773 H CH₃SO₂CH₂ CH₃ CF₃CF₂CF₂ A774 H CH₃ CH₃ CF₂Cl A775 H CH₃CH₂ CH₃ CF₂Cl A776 H cyclopropyl CH₃ CF₂Cl A777 H (CH₃)₃C CH₃ CF₂Cl A778 H (CH₃)₂CH CH₃ CF₂Cl A779 H CH₃(CH₂)₂ CH₃ CF₂Cl A780 H CH₃OCH₂ CH₃ CF₂Cl A781 H CH₃O(CH₂)₂ CH₃ CF₂Cl A782 H Ph CH₃ CF₂Cl A783 H PhO CH₃ CF₂Cl A784 H PhS CH₃ CF₂Cl A785 H PhSO CH₃ CF₂Cl A786 H PhSO₂ CH₃ CF₂Cl A787 H CH₃S CH₃ CF₂Cl A788 H CH₃SO CH₃ CF₂Cl A789 H CF₃ CH₃ CF₂Cl A790 H F₂CH CH₃ CF₂Cl A791 H HCC CH₃ CF₂Cl A792 H CH₃CC CH₃ CF₂Cl A793 H CH₂═CH CH₃ CF₂Cl A794 H CH₂═CHCH₂ CH₃ CF₂Cl A795 H CH₃SO₂N(CH₃) CH₃ CF₂Cl A796 H (CH₃)₂N CH₃ CF₂Cl A797 H (CH₃)₂NSO₂ CH₃ CF₂Cl A798 H CH₃SCH₂ CH₃ CF₂Cl A799 H CH₃SOCH₂ CH₃ CF₂Cl A800 H CH₃SO₂CH₂ CH₃ CF₂Cl A801 H CH₃ CH₃ CHF₂ A802 H CH₃CH₂ CH₃ CHF₂ A803 H cyclopropyl CH₃ CHF₂ A804 H (CH₃)₃C CH₃ CHF₂ A805 H (CH₃)₂CH CH₃ CHF₂ A806 H CH₃(CH₂)₂ CH₃ CHF₂ A807 H CH₃OCH₂ CH₃ CHF₂ A808 H CH₃O(CH₂)₂ CH₃ CHF₂ A809 H Ph CH₃ CHF₂ A810 H PhO CH₃ CHF₂ A811 H PhS CH₃ CHF₂ A812 H PhSO CH₃ CHF₂ A813 H PhSO₂ CH₃ CHF₂ A814 H CH₃S CH₃ CHF₂ A815 H CH₃SO CH₃ CHF₂ A816 H CF₃ CH₃ CHF₂ A817 H F₂CH CH₃ CHF₂ A818 H HCC CH₃ CHF₂ A819 H CH₃CC CH₃ CHF₂ A820 H CH₂═CH CH₃ CHF₂ A821 H CH₂═CHCH₂ CH₃ CHF₂ A822 H CH₃SO₂N(CH₃) CH₃ CHF₂ A823 H (CH₃)₂N CH₃ CHF₂ A824 H (CH₃)₂NSO₂ CH₃ CHF₂ A825 H CH₃SCH₂ CH₃ CHF₂ A826 H CH₃SOCH₂ CH₃ CHF₂ A827 H CH₃SO₂CH₂ CH₃ CHF₂ A828 H CH₃ CH₃ CCl₃ A829 H CH₃CH₂ CH₃ CCl₃ A830 H cyclopropyl CH₃ CCl₃ A831 H (CH₃)₃C CH₃ CCl₃ A832 H (CH₃)₂CH CH₃ CCl₃ A833 H CH₃(CH₂)₂ CH₃ CCl₃ A834 H CH₃OCH₂ CH₃ CCl₃ A835 H CH₃O(CH₂)₂ CH₃ CCl₃ A836 H Ph CH₃ CCl₃ A837 H PhO CH₃ CCl₃ A838 H PhS CH₃ CCl₃ A839 H PhSO CH₃ CCl₃ A840 H PhSO₂ CH₃ CCl₃ A841 H CH₃S CH₃ CCl₃ A842 H CH₃SO CH₃ CCl₃ A843 H CF₃ CH₃ CCl₃ A844 H F₂CH CH₃ CCl₃ A845 H HCC CH₃ CCl₃ A846 H CH₃CC CH₃ CCl₃ A847 H CH₂═CH CH₃ CCl₃ A848 H CH₂═CHCH₂ CH₃ CCl₃ A849 H CH₃SO₂N(CH₃) CH₃ CCl₃ A850 H (CH₃)₂N CH₃ CCl₃ A851 H (CH₃)₂NSO₂ CH₃ CCl₃ A852 H CH₃SCH₂ CH₃ CCl₃ A853 H CH₃SOCH₂ CH₃ CCl₃ A854 H CH₃SO₂CH₂ CH₃ CCl₃ A855 H CH₃ Ph CF₃ A856 H CH₃CH₂ Ph CF₃ A857 H (CH₃)₂CH Ph CF₃ A858 H (CH₃)₂CH Ph CF₃ A859 H cyclopropyl Ph CF₃ A860 H CH₃(CH₂)₂ Ph CF₃ A861 H CH₃OCH₂ Ph CF₃ A862 H CH₃O(CH₂)₂ Ph CF₃ A863 H Ph Ph CF₃ A864 H PhO Ph CF₃ A865 H PhS Ph CF₃ A866 H PhSO Ph CF₃ A867 H PhSO₂ Ph CF₃ A868 H CH₃S Ph CF₃ A869 H CH₃SO Ph CF₃ A870 H CF₃ Ph CF₃ A871 H F₂CH Ph CF₃ A872 H HCC Ph CF₃ A873 H CH₃CC Ph CF₃ A874 H CH₂═CH Ph CF₃ A875 H CH₂═CHCH₂ Ph CF₃ A876 H CH₃SO₂N(CH₃) Ph CF₃ A877 H (CH₃)₂N Ph CF₃ A878 H (CH₃)₂NSO₂ Ph CF₃ A879 H CH₃SCH₂ Ph CF₃ A880 H CH₃SOCH₂ Ph CF₃ A881 H CH₃SO₂CH₂ Ph CF₃ A882 H CH₃ Ph CF₃CF₂ A883 H CH₃CH₂ Ph CF₃CF₂ A884 H cyclopropyl Ph CF₃CF₂ A885 H (CH₃)₃C Ph CF₃CF₂ A886 H (CH₃)₂CH Ph CF₃CF₂ A887 H CH₃(CH₂)₂ Ph CF₃CF₂ A888 H CH₃OCH₂ Ph CF₃CF₂ A889 H CH₃O(CH₂)₂ Ph CF₃CF₂ A890 H Ph Ph CF₃CF₂ A891 H PhO Ph CF₃CF₂ A892 H PhS Ph CF₃CF₂ A893 H PhSO Ph CF₃CF₂ A894 H PhSO₂ Ph CF₃CF₂ A895 H CH₃S Ph CF₃CF₂ A896 H CH₃SO Ph CF₃CF₂ A897 H CF₃ Ph CF₃CF₂ A898 H F₂CH Ph CF₃CF₂ A899 H HCC Ph CF₃CF₂ A900 H CH₃CC Ph CF₃CF₂ A901 H CH₂═CH Ph CF₃CF₂ A902 H CH₂═CHCH₂ Ph CF₃CF₂ A903 H CH₃SO₂N(CH₃) Ph CF₃CF₂ A904 H (CH₃)₂N Ph CF₃CF₂ A905 H (CH₃)₂NSO₂ Ph CF₃CF₂ A906 H CH₃SCH₂ Ph CF₃CF₂ A907 H CH₃SOCH₂ Ph CF₃CF₂ A908 H CH₃SO₂CH₂ Ph CF₃CF₂ A909 H CH₃ Ph CF₃CF₂CF₂ A910 H CH₃CH₂ Ph CF₃CF₂CF₂ A911 H cyclopropyl Ph CF₃CF₂CF₂ A912 H (CH₃)₃C Ph CF₃CF₂CF₂ A913 H (CH₃)₂CH Ph CF₃CF₂CF₂ A914 H CH₃(CH₂)₂ Ph CF₃CF₂CF₂ A915 H CH₃OCH₂ Ph CF₃CF₂CF₂ A916 H CH₃O(CH₂)₂ Ph CF₃CF₂CF₂ A917 H Ph Ph CF₃CF₂CF₂ A918 H PhO Ph CF₃CF₂CF₂ A919 H PhS Ph CF₃CF₂CF₂ A920 H PhSO Ph CF₃CF₂CF₂ A921 H PhSO₂ Ph CF₃CF₂CF₂ A922 H CH₃S Ph CF₃CF₂CF₂ A923 H CH₃SO Ph CF₃CF₂CF₂ A924 H CF₃ Ph CF₃CF₂CF₂ A925 H F₂CH Ph CF₃CF₂CF₂ A926 H HCC Ph CF₃CF₂CF₂ A927 H CH₃CC Ph CF₃CF₂CF₂ A928 H CH₂═CH Ph CF₃CF₂CF₂ A929 H CH₂═CHCH₂ Ph CF₃CF₂CF₂ A930 H CH₃SO₂N(CH₃) Ph CF₃CF₂CF₂ A931 H (CH₃)₂N Ph CF₃CF₂CF₂ A932 H (CH₃)₂NSO₂ Ph CF₃CF₂CF₂ A933 H CH₃SCH₂ Ph CF₃CF₂CF₂ A934 H CH₃SOCH₂ Ph CF₃CF₂CF₂ A935 H CH₃SO₂CH₂ Ph CF₃CF₂CF₂ A936 H CH₃ Ph CF₂Cl A937 H CH₃CH₂ Ph CF₂Cl A938 H cyclopropyl Ph CF₂Cl A939 H (CH₃)₃C Ph CF₂Cl A940 H (CH₃)₂CH Ph CF₂Cl A941 H CH₃(CH₂)₂ Ph CF₂Cl A942 H CH₃OCH₂ Ph CF₂Cl A943 H CH₃O(CH₂)₂ Ph CF₂Cl A944 H Ph Ph CF₂Cl A945 H PhO Ph CF₂Cl A946 H PhS Ph CF₂Cl A947 H PhSO Ph CF₂Cl A948 H PhSO₂ Ph CF₂Cl A949 H CH₃S Ph CF₂Cl A950 H CH₃SO Ph CF₂Cl A951 H CF₃ Ph CF₂Cl A952 H F₂CH Ph CF₂Cl A953 H HCC Ph CF₂Cl A954 H CH₃CC Ph CF₂Cl A955 H CH₂═CH Ph CF₂Cl A956 H CH₂═CHCH₂ Ph CF₂Cl A957 H CH₃SO₂N(CH₃) Ph CF₂Cl A958 H (CH₃)₂N Ph CF₂Cl A959 H (CH₃)₂NSO₂ Ph CF₂Cl A960 H CH₃SCH₂ Ph CF₂Cl A961 H CH₃SOCH₂ Ph CF₂Cl A962 H CH₃SO₂CH₂ Ph CF₂Cl A963 H CH₃ Ph CHF₂ A964 H CH₃CH₂ Ph CHF₂ A965 H (CH₃)₃C Ph CHF₂ A966 H (CH₃)₂CH Ph CHF₂ A967 H cyclopropyl Ph CHF₂ A968 H CH₃(CH₂)₂ Ph CHF₂ A969 H CH₃OCH₂ Ph CHF₂ A970 H CH₃O(CH₂)₂ Ph CHF₂ A971 H Ph Ph CHF₂ A972 H PhO Ph CHF₂ A973 H PhS Ph CHF₂ A974 H PhSO Ph CHF₂ A975 H PhSO₂ Ph CHF₂ A976 H CH₃S Ph CHF₂ A977 H CH₃SO Ph CHF₂ A978 H CF₃ Ph CHF₂ A979 H F₂CH Ph CHF₂ A980 H HCC Ph CHF₂ A981 H CH₃CC Ph CHF₂ A982 H CH₂═CH Ph CHF₂ A983 H CH₂═CHCH₂ Ph CHF₂ A984 H CH₃SO₂N(CH₃) Ph CHF₂ A985 H (CH₃)₂N Ph CHF₂ A986 H (CH₃)₂NSO₂ Ph CHF₂ A987 H CH₃SCH₂ Ph CHF₂ A988 H CH₃SOCH₂ Ph CHF₂ A989 H CH₃SO₂CH₂ Ph CHF₂ A990 H CH₃ Ph CCl₃ A991 H CH₃CH₂ Ph CCl₃ A992 H (CH₃)₃C Ph CCl₃ A993 H (CH₃)₂CH Ph CCl₃ A994 H cyclopropyl Ph CCl₃ A995 H CH₃(CH₂)₂ Ph CCl₃ A996 H CH₃OCH₂ Ph CCl₃ A997 H CH₃O(CH₂)₂ Ph CCl₃ A998 H Ph Ph CCl₃ A999 H PhO Ph CCl₃ A1000 H PhS Ph CCl₃ A1001 H PhSO Ph CCl₃ A1002 H PhSO₂ Ph CCl₃ A1003 H CH₃S Ph CCl₃ A1004 H CH₃SO Ph CCl₃ A1005 H CF₃ Ph CCl₃ A1006 H F₂CH Ph CCl₃ A1007 H HCC Ph CCl₃ A1008 H CH₃CC Ph CCl₃ A1009 H CH₂═CH Ph CCl₃ A1010 H CH₂═CHCH₂ Ph CCl₃ A1011 H CH₃SO₂N(CH₃) Ph CCl₃ A1012 H (CH₃)₂N Ph CCl₃ A1013 H (CH₃)₂NSO₂ Ph CCl₃ A1014 H CH₃SCH₂ Ph CCl₃ A1015 H CH₃SOCH₂ Ph CCl₃ A1016 H CH₃SO₂CH₂ Ph CCl₃ A1017 F H H CF₃ A1018 Cl H H CF₃ A1019 Br H H CF₃ A1020 CN H H CF₃ A1021 CH₃SO₂O H H CF₃ A1022 CH₃O H H CF₃ A1023 CH₂CH₃O H H CF₃ A1024 CH₂CH═CH₂O H H CF₃ A1025 HCCCH₂O H H CF₃ A1026 S-benzyl H H CF₃ A1027 SO₂-benzyl H H CF₃ A1028 ClCH₂ H H CF₃ A1029 BrCH₂ H H CF₃ A1030 FCH₂ H H CF₃ A1031 CHF₂CH₂ H H CF₃ A1032 CF₃CH₂ H H CF₃ A1033 triazolylmethyl H H CF₃ A1034 CHCl₂CH₂ H H CF₃ A1035 ClCH═CH H H CF₃ A1036 Cl₂C═CH H H CF₃ A1037 CF₃CH═CH H H CF₃ A1038 ClCC H H CF₃ A1039 Ph H H CF₃ A1040 CH₃ CH₃ H CF₃ A1041 CH₃ OH H CF₃ A1042 CH₃ F H CF₃ A1043 CH₃ Cl H CF₃ A1044 F CH₃ H CF₃ A1045 Cl CH₃ H CF₃ A1046 H F H CF₃ A1047 H Cl H CF₃ A1048 H Br H CF₃ A1049 H OH H CF₃ A1050 H OCH₃ H CF₃ A1051 H OCHF₂ H CF₃ A1052 H OSO₂CH₃ H CF₃ A1053 H OSO₂CF₃ H CF₃ A1054 H ClCH₂ H CF₃ A1055 H BrCH₂ H CF₃ A1056 H FCH₂ H CF₃ A1057 H CHF₂CH₂ H CF₃ A1058 H CF₃CH₂ H CF₃ A1059 H triazolylmethyl H CF₃ A1060 H CHCl₂CH₂ H CF₃ A1061 H ClCH═CH H CF₃ A1062 H Cl₂C═CH H CF₃ A1063 H CF₃CH═CH H CF₃ A1064 H ClCC H CF₃ A1065 H CH₃C(O) H CF₃ A1066 H phenyl H CF₃ A1067 H SO₂CH₃ H CF₃ A1068 H SO₂CF₃ H CF₃ A1069 H CN H CF₃ A1070 H NO₂ H CF₃ A1071 CH₃ H F CF₃ A1072 CH₃ H Cl CF₃ A1073 CH₃ H Br CF₃ A1074 CH₃ H CN CF₃ A1075 CH₃ H CH₃O CF₃ A1076 CH₃ H CH₃S CF₃ A1077 CH₃ H CH₃SO CF₃ A1078 CH₃ H CH₃SO₂ CF₃

In the following Table 6 0 is Q₃

and Q₃ represents the following radicals B:

TABLE 6 Radicals B: Radical R₄₄ R₃₇ R₃₈ R₃₉ R₄₀ W B1 H H H H OH CH₂ B2 CH₃ H H H OH CH₂ B3 CH₃CH₂ H H H OH CH₂ B4 CH₃CH₂CH₂ H H H OH CH₂ B5 (CH₃)₂CH H H H OH CH₂ B6 (CH₃)₃C H H H OH CH₂ B7 CH₃S H H H OH CH₂ B8 CH₃SO H H H OH CH₂ B9 CH₃SO₂ H H H OH CH₂ B10 Ph H H H OH CH₂ B11 CH₃O H H H OH CH₂ B12 CH₃CO₂ H H H OH CH₂ B13 CH₃CH₂CO₂ H H H OH CH₂ B14 CH₂═CHCH₂ H H H OH CH₂ B15 HCCCH₂ H H H OH CH₂ B16 CF₃ H H H OH CH₂ B17 (CH₃)₂NSO₂ H H H OH CH₂ B18 (CH₃)₂N H H H OH CH₂ B19 PhO H H H OH CH₂ B20 PhS H H H OH CH₂ B21 PhSO H H H OH CH₂ B22 PhSO₂ H H H OH CH₂ B23 CN H H H OH CH₂ B24 CH₃ CH₃ H H OH CH₂ B25 CH₃CH₂ CH₃ H H OH CH₂ B26 CH₃CH₂CH₂ CH₃ H H OH CH₂ B27 (CH₃)₂CH CH₃ H H OH CH₂ B28 (CH₃)₃C CH₃ H H OH CH₂ B29 CH₃S CH₃ H H OH CH₂ B30 CH₃SO CH₃ H H OH CH₂ B31 CH₃SO₂ CH₃ H H OH CH₂ B32 Ph CH₃ H H OH CH₂ B33 CH₃O CH₃ H H OH CH₂ B34 CH₃CO₂ CH₃ H H OH CH₂ B35 CH₃CH₂CO₂ CH₃ H H OH CH₂ B36 CH₂═CHCH₂ CH₃ H H OH CH₂ B37 HCCCH₂ CH₃ H H OH CH₂ B38 CF₃ CH₃ H H OH CH₂ B39 (CH₃)₂NSO₂ CH₃ H H OH CH₂ B40 (CH₃)₂N CH₃ H H OH CH₂ B41 PhO CH₃ H H OH CH₂ B42 PhS CH₃ H H OH CH₂ B43 PhSO CH₃ H H OH CH₂ B44 PhSO₂ CH₃ H H OH CH₂ B45 CN CH₃ H H OH CH₂ B46 CH₃ H CH₃ H OH CH₂ B47 CH₃CH₂ H CH₃ H OH CH₂ B48 CH₃CH₂CH₂ H CH₃ H OH CH₂ B49 (CH₃)₂CH H CH₃ H OH CH₂ B50 (CH₃)₃C H CH₃ H OH CH₂ B51 CH₃S H CH₃ H OH CH₂ B52 CH₃SO H CH₃ H OH CH₂ B53 CH₃SO₂ H CH₃ H OH CH₂ B54 Ph H CH₃ H OH CH₂ B55 CH₃O H CH₃ H OH CH₂ B56 CH₃CO₂ H CH₃ H OH CH₂ B57 CH₃CH₂CO₂ H CH₃ H OH CH₂ B58 CH₂═CHCH₂ H CH₃ H OH CH₂ B59 HCCCH₂ H CH₃ H OH CH₂ B60 CF₃ H CH₃ H OH CH₂ B61 (CH₃)₂NSO₂ H CH₃ H OH CH₂ B62 (CH₃)₂N H CH₃ H OH CH₂ B63 PhO H CH₃ H OH CH₂ B64 PhS H CH₃ H OH CH₂ B65 PhSO H CH₃ H OH CH₂ B66 PhSO₂ H CH₃ H OH CH₂ B67 CN H CH₃ H OH CH₂ B68 CH₃ CH₃ CH₃ H OH CH₂ B69 CH₃CH₂ CH₃ CH₃ H OH CH₂ B70 CH₃CH₂CH₂ CH₃ CH₃ H OH CH₂ B71 (CH₃)₂CH CH₃ CH₃ H OH CH₂ B72 (CH₃)₃C CH₃ CH₃ H OH CH₂ B73 CH₃S CH₃ CH₃ H OH CH₂ B74 CH₃SO CH₃ CH₃ H OH CH₂ B75 CH₃SO₂ CH₃ CH₃ H OH CH₂ B76 Ph CH₃ CH₃ H OH CH₂ B77 CH₃O CH₃ CH₃ H OH CH₂ B78 CH₃CO₂ CH₃ CH₃ H OH CH₂ B79 CH₃CH₂CO₂ CH₃ CH₃ H OH CH₂ B80 CH₂═CHCH₂ CH₃ CH₃ H OH CH₂ B81 HCCCH₂ CH₃ CH₃ H OH CH₂ B82 CF₃ CH₃ CH₃ H OH CH₂ B83 (CH₃)₂NSO₂ CH₃ CH₃ H OH CH₂ B84 (CH₃)₂N CH₃ CH₃ H OH CH₂ B85 PhO CH₃ CH₃ H OH CH₂ B86 PhS CH₃ CH₃ H OH CH₂ B87 PhSO CH₃ CH₃ H OH CH₂ B88 PhSO₂ CH₃ CH₃ H OH CH₂ B89 CN CH₃ CH₃ H OH CH₂ B90 CH₃ CH₃ CH₃ CH₃ OH CH₂ B91 CH₃CH₂ CH₃ CH₃ CH₃ OH CH₂ B92 CH₃CH₂CH₂ CH₃ CH₃ CH₃ OH CH₂ B93 (CH₃)₂CH CH₃ CH₃ CH₃ OH CH₂ B94 (CH₃)₃C CH₃ CH₃ CH₃ OH CH₂ B95 CH₃S CH₃ CH₃ CH₃ OH CH₂ B96 CH₃SO CH₃ CH₃ CH₃ OH CH₂ B97 CH₃SO₂ CH₃ CH₃ CH₃ OH CH₂ B98 Ph CH₃ CH₃ CH₃ OH CH₂ B99 CH₃O CH₃ CH₃ CH₃ OH CH₂ B100 CH₃CO₂ CH₃ CH₃ CH₃ OH CH₂ B101 CH₃CH₂CO₂ CH₃ CH₃ CH₃ OH CH₂ B102 CH₂═CHCH₂ CH₃ CH₃ CH₃ OH CH₂ B103 HCCCH₂ CH₃ CH₃ CH₃ OH CH₂ B104 CF₃ CH₃ CH₃ CH₃ OH CH₂ B105 (CH₃)₂NSO₂ CH₃ CH₃ CH₃ OH CH₂ B106 (CH₃)₂N CH₃ CH₃ CH₃ OH CH₂ B107 PhO CH₃ CH₃ CH₃ OH CH₂ B108 PhS CH₃ CH₃ CH₃ OH CH₂ B109 PhSO CH₃ CH₃ CH₃ OH CH₂ B110 PhSO₂ CH₃ CH₃ CH₃ OH CH₂ B111 CN CH₃ CH₃ CH₃ OH CH₂ B112 CH₃CH₂ CH₃CH₂ H H OH CH₂ B113 CH₃CH₂CH₂ CH₃CH₂ H H OH CH₂ B114 (CH₃)₂CH CH₃CH₂ H H OH CH₂ B115 (CH₃)₃C CH₃CH₂ H H OH CH₂ B116 CH₃S CH₃CH₂ H H OH CH₂ B117 CH₃SO CH₃CH₂ H H OH CH₂ B118 CH₃SO₂ CH₃CH₂ H H OH CH₂ B119 Ph CH₃CH₂ H H OH CH₂ B120 CH₃O CH₃CH₂ H H OH CH₂ B121 CH₃CO₂ CH₃CH₂ H H OH CH₂ B122 CH₃CH₂CO₂ CH₃CH₂ H H OH CH₂ B123 CH₂═CHCH₂ CH₃CH₂ H H OH CH₂ B124 HCCCH₂ CH₃CH₂ H H OH CH₂ B125 CF₃ CH₃CH₂ H H OH CH₂ B126 (CH₃)₂NSO₂ CH₃CH₂ H H OH CH₂ B127 (CH₃)₂N CH₃CH₂ H H OH CH₂ B128 PhO CH₃CH₂ H H OH CH₂ B129 PhS CH₃CH₂ H H OH CH₂ B130 PhSO CH₃CH₂ H H OH CH₂ B131 PhSO₂ CH₃CH₂ H H OH CH₂ B132 CN CH₃CH₂ H H OH CH₂ B133 H H H H OH CHCH₃ B134 CH₃ H H H OH CHCH₃ B135 CH₃CH₂ H H H OH CHCH₃ B136 CH₃CH₂CH₂ H H H OH CHCH₃ B137 (CH₃)₂CH H H H OH CHCH₃ B138 (CH₃)₃C H H H OH CHCH₃ B139 CH₃S H H H OH CHCH₃ B140 CH₃SO H H H OH CHCH₃ B141 CH₃SO₂ H H H OH CHCH₃ B142 Ph H H H OH CHCH₃ B143 CH₃O H H H OH CHCH₃ B144 CH₃CO₂ H H H OH CHCH₃ B145 CH₃CH₂CO₂ H H H OH CHCH₃ B146 CH₂═CHCH₂ H H H OH CHCH₃ B147 HCCCH₂ H H H OH CHCH₃ B148 CF₃ H H H OH CHCH₃ B149 (CH₃)₂NSO₂ H H H OH CHCH₃ B150 (CH₃)₂N H H H OH CHCH₃ B151 PhO H H H OH CHCH₃ B152 PhS H H H OH CHCH₃ B153 PhSO H H H OH CHCH₃ B154 PhSO₂ H H H OH CHCH₃ B155 CN H H H OH CHCH₃ B156 CH₃ CH₃ H H OH CHCH₃ B157 CH₃CH₂ CH₃ H H OH CHCH₃ B158 CH₃CH₂CH₂ CH₃ H H OH CHCH₃ B159 (CH₃)₂CH CH₃ H H OH CHCH₃ B160 (CH₃)₃C CH₃ H H OH CHCH₃ B161 CH₃S CH₃ H H OH CHCH₃ B162 CH₃SO CH₃ H H OH CHCH₃ B163 CH₃SO₂ CH₃ H H OH CHCH₃ B164 Ph CH₃ H H OH CHCH₃ B165 CH₃O CH₃ H H OH CHCH₃ B166 CH₃CO₂ CH₃ H H OH CHCH₃ B167 CH₃CH₂CO₂ CH₃ H H OH CHCH₃ B168 CH₂═CHCH₂ CH₃ H H OH CHCH₃ B169 HCCCH₂ CH₃ H H OH CHCH₃ B170 CF₃ CH₃ H H OH CHCH₃ B171 (CH₃)₂NSO₂ CH₃ H H OH CHCH₃ B172 (CH₃)₂N CH₃ H H OH CHCH₃ B173 PhO CH₃ H H OH CHCH₃ B174 PhS CH₃ H H OH CHCH₃ B175 PhSO CH₃ H H OH CHCH₃ B176 PhSO₂ CH₃ H H OH CHCH₃ B177 CN CH₃ H H OH CHCH₃ B178 CH₃ H CH₃ H OH CHCH₃ B179 CH₃CH₂ H CH₃ H OH CHCH₃ B180 CH₃CH₂CH₂ H CH₃ H OH CHCH₃ B181 (CH₃)₂CH H CH₃ H OH CHCH₃ B182 (CH₃)₃C H CH₃ H OH CHCH₃ B183 CH₃S H CH₃ H OH CHCH₃ B184 CH₃SO H CH₃ H OH CHCH₃ B185 CH₃SO₂ H CH₃ H OH CHCH₃ B186 Ph H CH₃ H OH CHCH₃ B187 CH₃O H CH₃ H OH CHCH₃ B188 CH₃CO₂ H CH₃ H OH CHCH₃ B189 CH₃CH₂CO₂ H CH₃ H OH CHCH₃ B190 CH₂═CHCH₂ H CH₃ H OH CHCH₃ B191 HCCCH₂ H CH₃ H OH CHCH₃ B192 CF₃ H CH₃ H OH CHCH₃ B193 (CH₃)₂NSO₂ H CH₃ H OH CHCH₃ B194 (CH₃)₂N H CH₃ H OH CHCH₃ B195 PhO H CH₃ H OH CHCH₃ B196 PhS H CH₃ H OH CHCH₃ B197 PhSO H CH₃ H OH CHCH₃ B198 PhSO₂ H CH₃ H OH CHCH₃ B199 CN H CH₃ H OH CHCH₃ B200 CH₃ CH₃ CH₃ H OH CHCH₃ B201 CH₃CH₂ CH₃ CH₃ H OH CHCH₃ B202 CH₃CH₂CH₂ CH₃ CH₃ H OH CHCH₃ B203 (CH₃)₂CH CH₃ CH₃ H OH CHCH₃ B204 (CH₃)₃C CH₃ CH₃ H OH CHCH₃ B205 CH₃S CH₃ CH₃ H OH CHCH₃ B206 CH₃SO CH₃ CH₃ H OH CHCH₃ B207 CH₃SO₂ CH₃ CH₃ H OH CHCH₃ B208 Ph CH₃ CH₃ H OH CHCH₃ B209 CH₃O CH₃ CH₃ H OH CHCH₃ B210 CH₃CO₂ CH₃ CH₃ H OH CHCH₃ B211 CH₃CH₂CO₂ CH₃ CH₃ H OH CHCH₃ B212 CH₂═CHCH₂ CH₃ CH₃ H OH CHCH₃ B213 HCCCH₂ CH₃ CH₃ H OH CHCH₃ B214 CF₃ CH₃ CH₃ H OH CHCH₃ B215 (CH₃)₂NSO₂ CH₃ CH₃ H OH CHCH₃ B216 (CH₃)₂N CH₃ CH₃ H OH CHCH₃ B217 PhO CH₃ CH₃ H OH CHCH₃ B218 PhS CH₃ CH₃ H OH CHCH₃ B219 PhSO CH₃ CH₃ H OH CHCH₃ B220 PhSO₂ CH₃ CH₃ H OH CHCH₃ B221 CN CH₃ CH₃ H OH CHCH₃ B222 CH₃ CH₃ CH₃ CH₃ OH CHCH₃ B223 CH₃CH₂ CH₃ CH₃ CH₃ OH CHCH₃ B224 CH₃CH₂CH₂ CH₃ CH₃ CH₃ OH CHCH₃ B225 (CH₃)₂CH CH₃ CH₃ CH₃ OH CHCH₃ B226 (CH₃)₃C CH₃ CH₃ CH₃ OH CHCH₃ B227 CH₃S CH₃ CH₃ CH₃ OH CHCH₃ B228 CH₃SO CH₃ CH₃ CH₃ OH CHCH₃ B229 CH₃SO₂ CH₃ CH₃ CH₃ OH CHCH₃ B230 Ph CH₃ CH₃ CH₃ OH CHCH₃ B231 CH₃O CH₃ CH₃ CH₃ OH CHCH₃ B232 CH₃CO₂ CH₃ CH₃ CH₃ OH CHCH₃ B233 CH₃CH₂CO₂ CH₃ CH₃ CH₃ OH CHCH₃ B234 CH₂═CHCH₂ CH₃ CH₃ CH₃ OH CHCH₃ B235 HCCCH₂ CH₃ CH₃ CH₃ OH CHCH₃ B236 CF₃ CH₃ CH₃ CH₃ OH CHCH₃ B237 (CH₃)₂NSO₂ CH₃ CH₃ CH₃ OH CHCH₃ B238 (CH₃)₂N CH₃ CH₃ CH₃ OH CHCH₃ B239 PhO CH₃ CH₃ CH₃ OH CHCH₃ B240 PhS CH₃ CH₃ CH₃ OH CHCH₃ B241 PhSO CH₃ CH₃ CH₃ OH CHCH₃ B242 PhSO₂ CH₃ CH₃ CH₃ OH CHCH₃ B243 CN CH₃ CH₃ CH₃ OH CHCH₃ B244 CH₃CH₂ CH₃CH₂ H H OH CHCH₃ B245 CH₃CH₂CH₂ CH₃CH₂ H H OH CHCH₃ B246 (CH₃)₂CH CH₃CH₂ H H OH CHCH₃ B247 (CH₃)₃C CH₃CH₂ H H OH CHCH₃ B248 CH₃S CH₃CH₂ H H OH CHCH₃ B249 CH₃SO CH₃CH₂ H H OH CHCH₃ B250 CH₃SO₂ CH₃CH₂ H H OH CHCH₃ B251 Ph CH₃CH₂ H H OH CHCH₃ B252 CH₃O CH₃CH₂ H H OH CHCH₃ B253 CH₃CO₂ CH₃CH₂ H H OH CHCH₃ B254 CH₃CH₂CO₂ CH₃CH₂ H H OH CHCH₃ B255 CH₂═CHCH₂ CH₃CH₂ H H OH CHCH₃ B256 HCCCH₂ CH₃CH₂ H H OH CHCH₃ B257 CF₃ CH₃CH₂ H H OH CHCH₃ B258 (CH₃)₂NSO₂ CH₃CH₂ H H OH CHCH₃ B259 (CH₃)₂N CH₃CH₂ H H OH CHCH₃ B260 PhO CH₃CH₂ H H OH CHCH₃ B261 PhS CH₃CH₂ H H OH CHCH₃ B262 PhSO CH₃CH₂ H H OH CHCH₃ B263 PhSO₂ CH₃CH₂ H H OH CHCH₃ B264 CN CH₃CH₂ H H OH CHCH₃ B265 H H H H OH C═O B266 CH₃ H H H OH C═O B267 CH₃CH₂ H H H OH C═O B268 CH₃CH₂CH₂ H H H OH C═O B269 (CH₃)₂CH H H H OH C═O B270 (CH₃)₃C H H H OH C═O B271 CH₃S H H H OH C═O B272 CH₃SO H H H OH C═O B273 CH₃SO₂ H H H OH C═O B274 Ph H H H OH C═O B275 CH₃O H H H OH C═O B276 CH₃CO₂ H H H OH C═O B277 CH₃CH₂CO₂ H H H OH C═O B278 CH₂═CHCH₂ H H H OH C═O B279 HCCCH₂ H H H OH C═O B280 CF₃ H H H OH C═O B281 (CH₃)₂NSO₂ H H H OH C═O B282 (CH₃)₂N H H H OH C═O B283 PhO H H H OH C═O B284 PhS H H H OH C═O B285 PhSO H H H OH C═O B286 PhSO₂ H H H OH C═O B287 CN H H H OH C═O B288 CH₃ CH₃ H H OH C═O B289 CH₃CH₂ CH₃ H H OH C═O B290 CH₃CH₂CH₂ CH₃ H H OH C═O B291 (CH₃)₂CH CH₃ H H OH C═O B292 (CH₃)₃C CH₃ H H OH C═O B293 CH₃S CH₃ H H OH C═O B294 CH₃SO CH₃ H H OH C═O B295 CH₃SO₂ CH₃ H H OH C═O B296 Ph CH₃ H H OH C═O B297 CH₃O CH₃ H H OH C═O B298 CH₃CO₂ CH₃ H H OH C═O B299 CH₃CH₂CO₂ CH₃ H H OH C═O B300 CH₂═CHCH₂ CH₃ H H OH C═O B301 HCCCH₂ CH₃ H H OH C═O B302 CF₃ CH₃ H H OH C═O B303 (CH₃)₂NSO₂ CH₃ H H OH C═O B304 (CH₃)₂N CH₃ H H OH C═O B305 PhO CH₃ H H OH C═O B306 PhS CH₃ H H OH C═O B307 PhSO CH₃ H H OH C═O B308 PhSO₂ CH₃ H H OH C═O B309 CN CH₃ H H OH C═O B310 CH₃ H CH₃ H OH C═O B311 CH₃CH₂ H CH₃ H OH C═O B312 CH₃CH₂CH₂ H CH₃ H OH C═O B313 (CH₃)₂CH H CH₃ H OH C═O B314 (CH₃)₃C H CH₃ H OH C═O B315 CH₃S H CH₃ H OH C═O B316 CH₃SO H CH₃ H OH C═O B317 CH₃SO₂ H CH₃ H OH C═O B318 Ph H CH₃ H OH C═O B319 CH₃O H CH₃ H OH C═O B320 CH₃CO₂ H CH₃ H OH C═O B321 CH₃CH₂CO₂ H CH₃ H OH C═O B322 CH₂═CHCH₂ H CH₃ H OH C═O B323 HCCCH₂ H CH₃ H OH C═O B324 CF₃ H CH₃ H OH C═O B325 (CH₃)₂NSO₂ H CH₃ H OH C═O B326 (CH₃)₂N H CH₃ H OH C═O B327 PhO H CH₃ H OH C═O B328 PhS H CH₃ H OH C═O B329 PhSO H CH₃ H OH C═O B330 PhSO₂ H CH₃ H OH C═O B331 CN H CH₃ H OH C═O B332 CH₃ CH₃ CH₃ H OH C═O B333 CH₃CH₂ CH₃ CH₃ H OH C═O B334 CH₃CH₂CH₂ CH₃ CH₃ H OH C═O B335 (CH₃)₂CH CH₃ CH₃ H OH C═O B336 (CH₃)₃C CH₃ CH₃ H OH C═O B337 CH₃S CH₃ CH₃ H OH C═O B338 CH₃SO CH₃ CH₃ H OH C═O B339 CH₃SO₂ CH₃ CH₃ H OH C═O B340 Ph CH₃ CH₃ H OH C═O B341 CH₃O CH₃ CH₃ H OH C═O B342 CH₃CO₂ CH₃ CH₃ H OH C═O B343 CH₃CH₂CO₂ CH₃ CH₃ H OH C═O B344 CH₂═CHCH₂ CH₃ CH₃ H OH C═O B345 HCCCH₂ CH₃ CH₃ H OH C═O B346 CF₃ CH₃ CH₃ H OH C═O B347 (CH₃)₂NSO₂ CH₃ CH₃ H OH C═O B348 (CH₃)₂N CH₃ CH₃ H OH C═O B349 PhO CH₃ CH₃ H OH C═O B350 PhS CH₃ CH₃ H OH C═O B351 PhSO CH₃ CH₃ H OH C═O B352 PhSO₂ CH₃ CH₃ H OH C═O B353 CN CH₃ CH₃ H OH C═O B354 CH₃ CH₃ CH₃ CH₃ OH C═O B355 CH₃CH₂ CH₃ CH₃ CH₃ OH C═O B356 CH₃CH₂CH₂ CH₃ CH₃ CH₃ OH C═O B357 (CH₃)₂CH CH₃ CH₃ CH₃ OH C═O B358 (CH₃)₃C CH₃ CH₃ CH₃ OH C═O B359 CH₃S CH₃ CH₃ CH₃ OH C═O B360 CH₃SO CH₃ CH₃ CH₃ OH C═O B361 CH₃SO₂ CH₃ CH₃ CH₃ OH C═O B362 Ph CH₃ CH₃ CH₃ OH C═O B363 CH₃O CH₃ CH₃ CH₃ OH C═O B364 CH₃CO₂ CH₃ CH₃ CH₃ OH C═O B365 CH₃CH₂CO₂ CH₃ CH₃ CH₃ OH C═O B366 CH₂═CHCH₂ CH₃ CH₃ CH₃ OH C═O B367 HCCCH₂ CH₃ CH₃ CH₃ OH C═O B368 CF₃ CH₃ CH₃ CH₃ OH C═O B369 (CH₃)₂NSO₂ CH₃ CH₃ CH₃ OH C═O B370 (CH₃)₂N CH₃ CH₃ CH₃ OH C═O B371 PhO CH₃ CH₃ CH₃ OH C═O B372 PhS CH₃ CH₃ CH₃ OH C═O B373 PhSO CH₃ CH₃ CH₃ OH C═O B374 PhSO₂ CH₃ CH₃ CH₃ OH C═O B375 CN CH₃ CH₃ CH₃ OH C═O B376 CH₃CH₂ CH₃CH₂ H H OH C═O B377 CH₃CH₂CH₂ CH₃CH₂ H H OH C═O B378 (CH₃)₂CH CH₃CH₂ H H OH C═O B379 (CH₃)₃C CH₃CH₂ H H OH C═O B380 CH₃S CH₃CH₂ H H OH C═O B381 CH₃SO CH₃CH₂ H H OH C═O B382 CH₃SO₂ CH₃CH₂ H H OH C═O B383 Ph CH₃CH₂ H H OH C═O B384 CH₃O CH₃CH₂ H H OH C═O B385 CH₃CO₂ CH₃CH₂ H H OH C═O B386 CH₃CH₂CO₂ CH₃CH₂ H H OH C═O B387 CH₂═CHCH₂ CH₃CH₂ H H OH C═O B388 HCCCH₂ CH₃CH₂ H H OH C═O B389 CF₃ CH₃CH₂ H H OH C═O B390 (CH₃)₂NSO₂ CH₃CH₂ H H OH C═O B391 (CH₃)₂N CH₃CH₂ H H OH C═O B392 PhO CH₃CH₂ H H OH C═O B393 PhS CH₃CH₂ H H OH C═O B394 PhSO CH₃CH₂ H H OH C═O B395 PhSO₂ CH₃CH₂ H H OH C═O B396 CN CH₃CH₂ H H OH C═O B397 H H H H OH N—CH₃ B398 CH₃ H H H OH N—CH₃ B399 CH₃CH₂ H H H OH N—CH₃ B400 CH₃CH₂CH₂ H H H OH N—CH₃ B401 (CH₃)₂CH H H H OH N—CH₃ B402 (CH₃)₃C H H H OH N—CH₃ B403 CH₃S H H H OH N—CH₃ B404 CH₃SO H H H OH N—CH₃ B405 CH₃SO₂ H H H OH N—CH₃ B406 Ph H H H OH N—CH₃ B407 CH₃O H H H OH N—CH₃ B408 CH₃CO₂ H H H OH N—CH₃ B409 CH₃CH₂CO₂ H H H OH N—CH₃ B410 CH₂═CHCH₂ H H H OH N—CH₃ B411 HCCCH₂ H H H OH N—CH₃ B412 CF₃ H H H OH N—CH₃ B413 (CH₃)₂NSO₂ H H H OH N—CH₃ B414 (CH₃)₂N H H H OH N—CH₃ B415 PhO H H H OH N—CH₃ B416 PhS H H H OH N—CH₃ B417 PhSO H H H OH N—CH₃ B418 PhSO₂ H H H OH N—CH₃ B419 CN H H H OH N—CH₃ B420 CH₃ CH₃ H H OH N—CH₃ B421 CH₃CH₂ CH₃ H H OH N—CH₃ B422 CH₃CH₂CH₂ CH₃ H H OH N—CH₃ B423 (CH₃)₂CH CH₃ H H OH N—CH₃ B424 (CH₃)₃C CH₃ H H OH N—CH₃ B425 CH₃S CH₃ H H OH N—CH₃ B426 CH₃SO CH₃ H H OH N—CH₃ B427 CH₃SO₂ CH₃ H H OH N—CH₃ B428 Ph CH₃ H H OH N—CH₃ B429 CH₃O CH₃ H H OH N—CH₃ B430 CH₃CO₂ CH₃ H H OH N—CH₃ B431 CH₃CH₂CO₂ CH₃ H H OH N—CH₃ B432 CH₂═CHCH₂ CH₃ H H OH N—CH₃ B433 HCCCH₂ CH₃ H H OH N—CH₃ B434 CF₃ CH₃ H H OH N—CH₃ B435 (CH₃)₂NSO₂ CH₃ H H OH N—CH₃ B436 (CH₃)₂N CH₃ H H OH N—CH₃ B437 PhO CH₃ H H OH N—CH₃ B438 PhS CH₃ H H OH N—CH₃ B439 PhSO CH₃ H H OH N—CH₃ B440 PhSO₂ CH₃ H H OH N—CH₃ B441 CN CH₃ H H OH N—CH₃ B442 CH₃ H CH₃ H OH N—CH₃ B443 CH₃CH₂ H CH₃ H OH N—CH₃ B444 CH₃CH₂CH₂ H CH₃ H OH N—CH₃ B445 (CH₃)₂CH H CH₃ H OH N—CH₃ B446 (CH₃)₃C H CH₃ H OH N—CH₃ B447 CH₃S H CH₃ H OH N—CH₃ B448 CH₃SO H CH₃ H OH N—CH₃ B449 CH₃SO₂ H CH₃ H OH N—CH₃ B450 Ph H CH₃ H OH N—CH₃ B451 CH₃O H CH₃ H OH N—CH₃ B452 CH₃CO₂ H CH₃ H OH N—CH₃ B453 CH₃CH₂CO₂ H CH₃ H OH N—CH₃ B454 CH₂═CHCH₂ H CH₃ H OH N—CH₃ B455 HCCCH₂ H CH₃ H OH N—CH₃ B456 CF₃ H CH₃ H OH N—CH₃ B457 (CH₃)₂NSO₂ H CH₃ H OH N—CH₃ B458 (CH₃)₂N H CH₃ H OH N—CH₃ B459 PhO H CH₃ H OH N—CH₃ B460 PhS H CH₃ H OH N—CH₃ B461 PhSO H CH₃ H OH N—CH₃ B462 PhSO₂ H CH₃ H OH N—CH₃ B463 CN H CH₃ H OH N—CH₃ B464 CH₃ CH₃ CH₃ H OH N—CH₃ B465 CH₃CH₂ CH₃ CH₃ H OH N—CH₃ B466 CH₃CH₂CH₂ CH₃ CH₃ H OH N—CH₃ B467 (CH₃)₂CH CH₃ CH₃ H OH N—CH₃ B468 (CH₃)₃C CH₃ CH₃ H OH N—CH₃ B469 CH₃S CH₃ CH₃ H OH N—CH₃ B470 CH₃SO CH₃ CH₃ H OH N—CH₃ B471 CH₃SO₂ CH₃ CH₃ H OH N—CH₃ B472 Ph CH₃ CH₃ H OH N—CH₃ B473 CH₃O CH₃ CH₃ H OH N—CH₃ B474 CH₃CO₂ CH₃ CH₃ H OH N—CH₃ B475 CH₃CH₂CO₂ CH₃ CH₃ H OH N—CH₃ B476 CH₂═CHCH₂ CH₃ CH₃ H OH N—CH₃ B477 HCCCH₂ CH₃ CH₃ H OH N—CH₃ B478 CF₃ CH₃ CH₃ H OH N—CH₃ B479 (CH₃)₂NSO₂ CH₃ CH₃ H OH N—CH₃ B480 (CH₃)₂N CH₃ CH₃ H OH N—CH₃ B481 PhO CH₃ CH₃ H OH N—CH₃ B482 PhS CH₃ CH₃ H OH N—CH₃ B483 PhSO CH₃ CH₃ H OH N—CH₃ B484 PhSO₂ CH₃ CH₃ H OH N—CH₃ B485 CN CH₃ CH₃ H OH N—CH₃ B486 CH₃ CH₃ CH₃ CH₃ OH N—CH₃ B487 CH₃CH₂ CH₃ CH₃ CH₃ OH N—CH₃ B488 CH₃CH₂CH₂ CH₃ CH₃ CH₃ OH N—CH₃ B489 (CH₃)₂CH CH₃ CH₃ CH₃ OH N—CH₃ B490 (CH₃)₃C CH₃ CH₃ CH₃ OH N—CH₃ B491 CH₃S CH₃ CH₃ CH₃ OH N—CH₃ B492 CH₃SO CH₃ CH₃ CH₃ OH N—CH₃ B493 CH₃SO₂ CH₃ CH₃ CH₃ OH N—CH₃ B494 Ph CH₃ CH₃ CH₃ OH N—CH₃ B495 CH₃O CH₃ CH₃ CH₃ OH N—CH₃ B496 CH₃CO₂ CH₃ CH₃ CH₃ OH N—CH₃ B497 CH₃CH₂CO₂ CH₃ CH₃ CH₃ OH N—CH₃ B498 CH₂═CHCH₂ CH₃ CH₃ CH₃ OH N—CH₃ B499 HCCCH₂ CH₃ CH₃ CH₃ OH N—CH₃ B500 CF₃ CH₃ CH₃ CH₃ OH N—CH₃ B501 (CH₃)₂NSO₂ CH₃ CH₃ CH₃ OH N—CH₃ B502 (CH₃)₂N CH₃ CH₃ CH₃ OH N—CH₃ B503 PhO CH₃ CH₃ CH₃ OH N—CH₃ B504 PhS CH₃ CH₃ CH₃ OH N—CH₃ B505 PhSO CH₃ CH₃ CH₃ OH N—CH₃ B506 PhSO₂ CH₃ CH₃ CH₃ OH N—CH₃ B507 CN CH₃ CH₃ CH₃ OH N—CH₃ B508 CH₃CH₂ CH₃CH₂ H H OH N—CH₃ B509 CH₃CH₂CH₂ CH₃CH₂ H H OH N—CH₃ B510 (CH₃)₂CH CH₃CH₂ H H OH N—CH₃ B511 (CH₃)₃C CH₃CH₂ H H OH N—CH₃ B512 CH₃S CH₃CH₂ H H OH N—CH₃ B513 CH₃SO CH₃CH₂ H H OH N—CH₃ B514 CH₃SO₂ CH₃CH₂ H H OH N—CH₃ B515 Ph CH₃CH₂ H H OH N—CH₃ B516 CH₃O CH₃CH₂ H H OH N—CH₃ B517 CH₃CO₂ CH₃CH₂ H H OH N—CH₃ B518 CH₃CH₂CO₂ CH₃CH₂ H H OH N—CH₃ B519 CH₂═CHCH₂ CH₃CH₂ H H OH N—CH₃ B520 HCCCH₂ CH₃CH₂ H H OH N—CH₃ B521 CF₃ CH₃CH₂ H H OH N—CH₃ B522 (CH₃)₂NSO₂ CH₃CH₂ H H OH N—CH₃ B523 (CH₃)₂N CH₃CH₂ H H OH N—CH₃ B524 PhO CH₃CH₂ H H OH N—CH₃ B525 PhS CH₃CH₂ H H OH N—CH₃ B526 PhSO CH₃CH₂ H H OH N—CH₃ B527 PhSO₂ CH₃CH₂ H H OH N—CH₃ B528 CN CH₃CH₂ H H OH N—CH₃ B529 H H H H OH O B530 CH₃ H H H OH O B531 CH₃CH₂ H H H OH O B532 CH₃CH₂CH₂ H H H OH O B533 (CH₃)₂CH H H H OH O B534 (CH₃)₃C H H H OH O B535 CH₃S H H H OH O B536 CH₃SO H H H OH O B537 CH₃SO₂ H H H OH O B538 Ph H H H OH O B539 CH₃O H H H OH O B540 CH₃CO₂ H H H OH O B541 CH₃CH₂CO₂ H H H OH O B542 CH₂═CHCH₂ H H H OH O B543 HCCCH₂ H H H OH O B544 CF₃ H H H OH O B545 (CH₃)₂NSO₂ H H H OH O B546 (CH₃)₂N H H H OH O B547 PhO H H H OH O B548 PhS H H H OH O B549 PhSO H H H OH O B550 PhSO₂ H H H OH O B551 CN H H H OH O B552 CH₃ CH₃ H H OH O B553 CH₃CH₂ CH₃ H H OH O B554 CH₃CH₂CH₂ CH₃ H H OH O B555 (CH₃)₂CH CH₃ H H OH O B556 (CH₃)₃C CH₃ H H OH O B557 CH₃S CH₃ H H OH O B558 CH₃SO CH₃ H H OH O B559 CH₃SO₂ CH₃ H H OH O B560 Ph CH₃ H H OH O B561 CH₃O CH₃ H H OH O B562 CH₃CO₂ CH₃ H H OH O B563 CH₃CH₂CO₂ CH₃ H H OH O B564 CH₂═CHCH₂ CH₃ H H OH O B565 HCCCH₂ CH₃ H H OH O B566 CF₃ CH₃ H H OH O B567 (CH₃)₂NSO₂ CH₃ H H OH O B568 (CH₃)₂N CH₃ H H OH O B569 PhO CH₃ H H OH O B570 PhS CH₃ H H OH O B571 PhSO CH₃ H H OH O B572 PhSO₂ CH₃ H H OH O B573 CN CH₃ H H OH O B574 CH₃ H CH₃ H OH O B575 CH₃CH₂ H CH₃ H OH O B576 CH₃CH₂CH₂ H CH₃ H OH O B577 (CH₃)₂CH H CH₃ H OH O B578 (CH₃)₃C H CH₃ H OH O B579 CH₃S H CH₃ H OH O B580 CH₃SO H CH₃ H OH O B581 CH₃SO₂ H CH₃ H OH O B582 Ph H CH₃ H OH O B583 CH₃O H CH₃ H OH O B584 CH₃CO₂ H CH₃ H OH O B585 CH₃CH₂CO₂ H CH₃ H OH O B586 CH₂═CHCH₂ H CH₃ H OH O B587 HCCCH₂ H CH₃ H OH O B588 CF₃ H CH₃ H OH O B589 (CH₃)₂NSO₂ H CH₃ H OH O B590 (CH₃)₂N H CH₃ H OH O B591 PhO H CH₃ H OH O B592 PhS H CH₃ H OH O B593 PhSO H CH₃ H OH O B594 PhSO₂ H CH₃ H OH O B595 CN H CH₃ H OH O B596 CH₃ CH₃ CH₃ H OH O B597 CH₃CH₂ CH₃ CH₃ H OH O B598 CH₃CH₂CH₂ CH₃ CH₃ H OH O B599 (CH₃)₂CH CH₃ CH₃ H OH O B600 (CH₃)₃C CH₃ CH₃ H OH O B601 CH₃S CH₃ CH₃ H OH O B602 CH₃SO CH₃ CH₃ H OH O B603 CH₃SO₂ CH₃ CH₃ H OH O B604 Ph CH₃ CH₃ H OH O B605 CH₃O CH₃ CH₃ H OH O B606 CH₃CO₂ CH₃ CH₃ H OH O B607 CH₃CH₂CO₂ CH₃ CH₃ H OH O B608 CH₂═CHCH₂ CH₃ CH₃ H OH O B609 HCCCH₂ CH₃ CH₃ H OH O B610 CF₃ CH₃ CH₃ H OH O B611 (CH₃)₂NSO₂ CH₃ CH₃ H OH O B612 (CH₃)₂N CH₃ CH₃ H OH O B613 PhO CH₃ CH₃ H OH O B614 PhS CH₃ CH₃ H OH O B615 PhSO CH₃ CH₃ H OH O B616 PhSO₂ CH₃ CH₃ H OH O B617 CN CH₃ CH₃ H OH O B618 CH₃ CH₃ CH₃ CH₃ OH O B619 CH₃CH₂ CH₃ CH₃ CH₃ OH O B620 CH₃CH₂CH₂ CH₃ CH₃ CH₃ OH O B621 (CH₃)₂CH CH₃ CH₃ CH₃ OH O B622 (CH₃)₃C CH₃ CH₃ CH₃ OH O B623 CH₃S CH₃ CH₃ CH₃ OH O B624 CH₃SO CH₃ CH₃ CH₃ OH O B625 CH₃SO₂ CH₃ CH₃ CH₃ OH O B626 Ph CH₃ CH₃ CH₃ OH O B627 CH₃O CH₃ CH₃ CH₃ OH O B628 CH₃CO₂ CH₃ CH₃ CH₃ OH O B629 CH₃CH₂CO₂ CH₃ CH₃ CH₃ OH O B630 CH₂═CHCH₂ CH₃ CH₃ CH₃ OH O B631 HCCCH₂ CH₃ CH₃ CH₃ OH O B632 CF₃ CH₃ CH₃ CH₃ OH O B633 (CH₃)₂NSO₂ CH₃ CH₃ CH₃ OH O B634 (CH₃)₂N CH₃ CH₃ CH₃ OH O B635 PhO CH₃ CH₃ CH₃ OH O B636 PhS CH₃ CH₃ CH₃ OH O B637 PhSO CH₃ CH₃ CH₃ OH O B638 PhSO₂ CH₃ CH₃ CH₃ OH O B639 CN CH₃ CH₃ CH₃ OH O B640 CH₃CH₂ CH₃CH₂ H H OH O B641 CH₃CH₂CH₂ CH₃CH₂ H H OH O B642 (CH₃)₂CH CH₃CH₂ H H OH O B643 (CH₃)₃C CH₃CH₂ H H OH O B644 CH₃S CH₃CH₂ H H OH O B645 CH₃SO CH₃CH₂ H H OH O B646 CH₃SO₂ CH₃CH₂ H H OH O B647 Ph CH₃CH₂ H H OH O B648 CH₃O CH₃CH₂ H H OH O B649 CH₃CO₂ CH₃CH₂ H H OH O B650 CH₃CH₂CO₂ CH₃CH₂ H H OH O B651 CH₂═CHCH₂ CH₃CH₂ H H OH O B652 HCCCH₂ CH₃CH₂ H H OH O B653 CF₃ CH₃CH₂ H H OH O B654 (CH₃)₂NSO₂ CH₃CH₂ H H OH O B655 (CH₃)₂N CH₃CH₂ H H OH O B656 PhO CH₃CH₂ H H OH O B657 PhS CH₃CH₂ H H OH O B658 PhSO CH₃CH₂ H H OH O B659 PhSO₂ CH₃CH₂ H H OH O B660 CN CH₃CH₂ H H OH O B661 H H H H OH S B662 CH₃ H H H OH S B663 CH₃CH₂ H H H OH S B664 CH₃CH₂CH₂ H H H OH S B665 (CH₃)₂CH H H H OH S B666 (CH₃)₃C H H H OH S B667 CH₃S H H H OH S B668 CH₃SO H H H OH S B669 CH₃SO₂ H H H OH S B670 Ph H H H OH S B671 CH₃O H H H OH S B672 CH₃CO₂ H H H OH S B673 CH₃CH₂CO₂ H H H OH S B674 CH₂═CHCH₂ H H H OH S B675 HCCCH₂ H H H OH S B676 CF₃ H H H OH S B677 (CH₃)₂NSO₂ H H H OH S B678 (CH₃)₂N H H H OH S B679 PhO H H H OH S B680 PhS H H H OH S B681 PhSO H H H OH S B682 PhSO₂ H H H OH S B683 CN H H H OH S B684 CH₃ CH₃ H H OH S B685 CH₃CH₂ CH₃ H H OH S B686 CH₃CH₂CH₂ CH₃ H H OH S B687 (CH₃)₂CH CH₃ H H OH S B688 (CH₃)₃C CH₃ H H OH S B689 CH₃S CH₃ H H OH S B690 CH₃SO CH₃ H H OH S B691 CH₃SO₂ CH₃ H H OH S B692 Ph CH₃ H H OH S B693 CH₃O CH₃ H H OH S B694 CH₃CO₂ CH₃ H H OH S B695 CH₃CH₂CO₂ CH₃ H H OH S B696 CH₂═CHCH₂ CH₃ H H OH S B697 HCCCH₂ CH₃ H H OH S B698 CF₃ CH₃ H H OH S B699 (CH₃)₂NSO₂ CH₃ H H OH S B700 (CH₃)₂N CH₃ H H OH S B701 PhO CH₃ H H OH S B702 PhS CH₃ H H OH S B703 PhSO CH₃ H H OH S B704 PhSO₂ CH₃ H H OH S B705 CN CH₃ H H OH S B706 CH₃ H CH₃ H OH S B707 CH₃CH₂ H CH₃ H OH S B708 CH₃CH₂CH₂ H CH₃ H OH S B709 (CH₃)₂CH H CH₃ H OH S B710 (CH₃)₃C H CH₃ H OH S B711 CH₃S H CH₃ H OH S B712 CH₃SO H CH₃ H OH S B713 CH₃SO₂ H CH₃ H OH S B714 Ph H CH₃ H OH S B715 CH₃O H CH₃ H OH S B716 CH₃CO₂ H CH₃ H OH S B717 CH₃CH₂CO₂ H CH₃ H OH S B718 CH₂═CHCH₂ H CH₃ H OH S B719 HCCCH₂ H CH₃ H OH S B720 CF₃ H CH₃ H OH S B721 (CH₃)₂NSO₂ H CH₃ H OH S B722 (CH₃)₂N H CH₃ H OH S B723 PhO H CH₃ H OH S B724 PhS H CH₃ H OH S B725 PhSO H CH₃ H OH S B726 PhSO₂ H CH₃ H OH S B727 CN H CH₃ H OH S B728 CH₃ CH₃ CH₃ H OH S B729 CH₃CH₂ CH₃ CH₃ H OH S B730 CH₃CH₂CH₂ CH₃ CH₃ H OH S B731 (CH₃)₂CH CH₃ CH₃ H OH S B732 (CH₃)₃C CH₃ CH₃ H OH S B733 CH₃S CH₃ CH₃ H OH S B734 CH₃SO CH₃ CH₃ H OH S B735 CH₃SO₂ CH₃ CH₃ H OH S B736 Ph CH₃ CH₃ H OH S B737 CH₃O CH₃ CH₃ H OH S B738 CH₃CO₂ CH₃ CH₃ H OH S B739 CH₃CH₂CO₂ CH₃ CH₃ H OH S B740 CH₂═CHCH₂ CH₃ CH₃ H OH S B741 HCCCH₂ CH₃ CH₃ H OH S B742 CF₃ CH₃ CH₃ H OH S B743 (CH₃)₂NSO₂ CH₃ CH₃ H OH S B744 (CH₃)₂N CH₃ CH₃ H OH S B745 PhO CH₃ CH₃ H OH S B746 PhS CH₃ CH₃ H OH S B747 PhSO CH₃ CH₃ H OH S B748 PhSO₂ CH₃ CH₃ H OH S B749 CN CH₃ CH₃ H OH S B750 CH₃ CH₃ CH₃ CH₃ OH S B751 CH₃CH₂ CH₃ CH₃ CH₃ OH S B752 CH₃CH₂CH₂ CH₃ CH₃ CH₃ OH S B753 (CH₃)₂CH CH₃ CH₃ CH₃ OH S B754 (CH₃)₃C CH₃ CH₃ CH₃ OH S B755 CH₃S CH₃ CH₃ CH₃ OH S B756 CH₃SO CH₃ CH₃ CH₃ OH S B757 CH₃SO₂ CH₃ CH₃ CH₃ OH S B758 Ph CH₃ CH₃ CH₃ OH S B759 CH₃O CH₃ CH₃ CH₃ OH S B760 CH₃CO₂ CH₃ CH₃ CH₃ OH S B761 CH₃CH₂CO₂ CH₃ CH₃ CH₃ OH S B762 CH₂═CHCH₂ CH₃ CH₃ CH₃ OH S B763 HCCCH₂ CH₃ CH₃ CH₃ OH S B764 CF₃ CH₃ CH₃ CH₃ OH S B765 (CH₃)₂NSO₂ CH₃ CH₃ CH₃ OH S B766 (CH₃)₂N CH₃ CH₃ CH₃ OH S B767 PhO CH₃ CH₃ CH₃ OH S B768 PhS CH₃ CH₃ CH₃ OH S B769 PhSO CH₃ CH₃ CH₃ OH S B770 PhSO₂ CH₃ CH₃ CH₃ OH S B771 CN CH₃ CH₃ CH₃ OH S B772 CH₃CH₂ CH₃CH₂ H H OH S B773 CH₃CH₂CH₂ CH₃CH₂ H H OH S B774 (CH₃)₂CH CH₃CH₂ H H OH S B775 (CH₃)₃C CH₃CH₂ H H OH S B776 CH₃S CH₃CH₂ H H OH S B777 CH₃SO CH₃CH₂ H H OH S B778 CH₃SO₂ CH₃CH₂ H H OH S B779 Ph CH₃CH₂ H H OH S B780 CH₃O CH₃CH₂ H H OH S B781 CH₃CO₂ CH₃CH₂ H H OH S B782 CH₃CH₂CO₂ CH₃CH₂ H H OH S B783 CH₂═CHCH₂ CH₃CH₂ H H OH S B784 HCCCH₂ CH₃CH₂ H H OH S B785 CF₃ CH₃CH₂ H H OH S B786 (CH₃)₂NSO₂ CH₃CH₂ H H OH S B787 (CH₃)₂N CH₃CH₂ H H OH S B788 PhO CH₃CH₂ H H OH S B789 PhS CH₃CH₂ H H OH S B790 PhSO CH₃CH₂ H H OH S B791 PhSO₂ CH₃CH₂ H H OH S B792 CN CH₃CH₂ H H OH S B793 H H H H OH SO₂ B794 CH₃ H H H OH SO₂ B795 CH₃CH₂ H H H OH SO₂ B796 CH₃CH₂CH₂ H H H OH SO₂ B797 (CH₃)₂CH H H H OH SO₂ B798 (CH₃)₃C H H H OH SO₂ B799 CH₃S H H H OH SO₂ B800 CH₃SO H H H OH SO₂ B801 CH₃SO₂ H H H OH SO₂ B802 Ph H H H OH SO₂ B803 CH₃O H H H OH SO₂ B804 CH₃CO₂ H H H OH SO₂ B805 CH₃CH₂CO₂ H H H OH SO₂ B806 CH₂═CHCH₂ H H H OH SO₂ B807 HCCCH₂ H H H OH SO₂ B808 CF₃ H H H OH SO₂ B809 (CH₃)₂NSO₂ H H H OH SO₂ B810 (CH₃)₂N H H H OH SO₂ B811 PhO H H H OH SO₂ B812 PhS H H H OH SO₂ B813 PhSO H H H OH SO₂ B814 PhSO₂ H H H OH SO₂ B815 CN H H H OH SO₂ B816 CH₃ CH₃ H H OH SO₂ B817 CH₃CH₂ CH₃ H H OH SO₂ B818 CH₃CH₂CH₂ CH₃ H H OH SO₂ B819 (CH₃)₂CH CH₃ H H OH SO₂ B820 (CH₃)₃C CH₃ H H OH SO₂ B821 CH₃S CH₃ H H OH SO₂ B822 CH₃SO CH₃ H H OH SO₂ B823 CH₃SO₂ CH₃ H H OH SO₂ B824 Ph CH₃ H H OH SO₂ B825 CH₃O CH₃ H H OH SO₂ B826 CH₃CO₂ CH₃ H H OH SO₂ B827 CH₃CH₂CO₂ CH₃ H H OH SO₂ B828 CH₂═CHCH₂ CH₃ H H OH SO₂ B829 HCCCH₂ CH₃ H H OH SO₂ B830 CF₃ CH₃ H H OH SO₂ B831 (CH₃)₂NSO₂ CH₃ H H OH SO₂ B832 (CH₃)₂N CH₃ H H OH SO₂ B833 PhO CH₃ H H OH SO₂ B834 PhS CH₃ H H OH SO₂ B835 PhSO CH₃ H H OH SO₂ B836 PhSO₂ CH₃ H H OH SO₂ B837 CN CH₃ H H OH SO₂ B838 CH₃ H CH₃ H OH SO₂ B839 CH₃CH₂ H CH₃ H OH SO₂ B840 CH₃CH₂CH₂ H CH₃ H OH SO₂ B841 (CH₃)₂CH H CH₃ H OH SO₂ B842 (CH₃)₃C H CH₃ H OH SO₂ B843 CH₃S H CH₃ H OH SO₂ B844 CH₃SO H CH₃ H OH SO₂ B845 CH₃SO₂ H CH₃ H OH SO₂ B846 Ph H CH₃ H OH SO₂ B847 CH₃O H CH₃ H OH SO₂ B848 CH₃CO₂ H CH₃ H OH SO₂ B849 CH₃CH₂CO₂ H CH₃ H OH SO₂ B850 CH₂═CHCH₂ H CH₃ H OH SO₂ B851 HCCCH₂ H CH₃ H OH SO₂ B852 CF₃ H CH₃ H OH SO₂ B853 (CH₃)₂NSO₂ H CH₃ H OH SO₂ B854 (CH₃)₂N H CH₃ H OH SO₂ B855 PhO H CH₃ H OH SO₂ B856 PhS H CH₃ H OH SO₂ B857 PhSO H CH₃ H OH SO₂ B858 PhSO₂ H CH₃ H OH SO₂ B859 CN H CH₃ H OH SO₂ B860 CH₃ CH₃ CH₃ H OH SO₂ B861 CH₃CH₂ CH₃ CH₃ H OH SO₂ B862 CH₃CH₂CH₂ CH₃ CH₃ H OH SO₂ B863 (CH₃)₂CH CH₃ CH₃ H OH SO₂ B864 (CH₃)₃C CH₃ CH₃ H OH SO₂ B865 CH₃S CH₃ CH₃ H OH SO₂ B866 CH₃SO CH₃ CH₃ H OH SO₂ B867 CH₃SO₂ CH₃ CH₃ H OH SO₂ B868 Ph CH₃ CH₃ H OH SO₂ B869 CH₃O CH₃ CH₃ H OH SO₂ B870 CH₃CO₂ CH₃ CH₃ H OH SO₂ B871 CH₃CH₂CO₂ CH₃ CH₃ H OH SO₂ B872 CH₂═CHCH₂ CH₃ CH₃ H OH SO₂ B873 HCCCH₂ CH₃ CH₃ H OH SO₂ B874 CF₃ CH₃ CH₃ H OH SO₂ B875 (CH₃)₂NSO₂ CH₃ CH₃ H OH SO₂ B876 (CH₃)₂N CH₃ CH₃ H OH SO₂ B877 PhO CH₃ CH₃ H OH SO₂ B878 PhS CH₃ CH₃ H OH SO₂ B879 PhSO CH₃ CH₃ H OH SO₂ B880 PhSO₂ CH₃ CH₃ H OH SO₂ B881 CN CH₃ CH₃ H OH SO₂ B882 CH₃ CH₃ CH₃ CH₃ OH SO₂ B883 CH₃CH₂ CH₃ CH₃ CH₃ OH SO₂ B884 CH₃CH₂CH₂ CH₃ CH₃ CH₃ OH SO₂ B885 (CH₃)₂CH CH₃ CH₃ CH₃ OH SO₂ B886 (CH₃)₃C CH₃ CH₃ CH₃ OH SO₂ B887 CH₃S CH₃ CH₃ CH₃ OH SO₂ B888 CH₃SO CH₃ CH₃ CH₃ OH SO₂ B889 CH₃SO₂ CH₃ CH₃ CH₃ OH SO₂ B890 Ph CH₃ CH₃ CH₃ OH SO₂ B891 CH₃O CH₃ CH₃ CH₃ OH SO₂ B892 CH₃CO₂ CH₃ CH₃ CH₃ OH SO₂ B893 CH₃CH₂CO₂ CH₃ CH₃ CH₃ OH SO₂ B894 CH₂═CHCH₂ CH₃ CH₃ CH₃ OH SO₂ B895 HCCCH₂ CH₃ CH₃ CH₃ OH SO₂ B896 CF₃ CH₃ CH₃ CH₃ OH SO₂ B897 (CH₃)₂NSO₂ CH₃ CH₃ CH₃ OH SO₂ B898 (CH₃)₂N CH₃ CH₃ CH₃ OH SO₂ B899 PhO CH₃ CH₃ CH₃ OH SO₂ B900 PhS CH₃ CH₃ CH₃ OH SO₂ B901 PhSO CH₃ CH₃ CH₃ OH SO₂ B902 PhSO₂ CH₃ CH₃ CH₃ OH SO₂ B903 CN CH₃ CH₃ CH₃ OH SO₂ B904 CH₃CH₂ CH₃CH₂ H H OH SO₂ B905 CH₃CH₂CH₂ CH₃CH₂ H H OH SO₂ B906 (CH₃)₂CH CH₃CH₂ H H OH SO₂ B907 (CH₃)₃C CH₃CH₂ H H OH SO₂ B908 CH₃S CH₃CH₂ H H OH SO₂ B909 CH₃SO CH₃CH₂ H H OH SO₂ B910 CH₃SO₂ CH₃CH₂ H H OH SO₂ B911 Ph CH₃CH₂ H H OH SO₂ B912 CH₃O CH₃CH₂ H H OH SO₂ B913 CH₃CO₂ CH₃CH₂ H H OH SO₂ B914 CH₃CH₂CO₂ CH₃CH₂ H H OH SO₂ B915 CH₂═CHCH₂ CH₃CH₂ H H OH SO₂ B916 HCCCH₂ CH₃CH₂ H H OH SO₂ B917 CF₃ CH₃CH₂ H H OH SO₂ B918 (CH₃)₂NSO₂ CH₃CH₂ H H OH SO₂ B919 (CH₃)₂N CH₃CH₂ H H OH SO₂ B920 PhO CH₃CH₂ H H OH SO₂ B921 PhS CH₃CH₂ H H OH SO₂ B922 PhSO CH₃CH₂ H H OH SO₂ B923 PhSO₂ CH₃CH₂ H H OH SO₂ B924 CN CH₃CH₂ H H OH SO₂ B925 H H H H OH CH(CO₂CH₂CH₃) B926 CH₃ H H H OH CH(CO₂CH₂CH₃) B927 CH₃CH₂ H H H OH CH(CO₂CH₂CH₃) B928 CH₃CH₂CH₂ H H H OH CH(CO₂CH₂CH₃) B929 (CH₃)₂CH H H H OH CH(CO₂CH₂CH₃) B930 (CH₃)₃C H H H OH CH(CO₂CH₂CH₃) B931 CH₃S H H H OH CH(CO₂CH₂CH₃) B932 CH₃SO H H H OH CH(CO₂CH₂CH₃) B933 CH₃SO₂ H H H OH CH(CO₂CH₂CH₃) B934 Ph H H H OH CH(CO₂CH₂CH₃) B935 CH₃O H H H OH CH(CO₂CH₂CH₃) B936 CH₃CO₂ H H H OH CH(CO₂CH₂CH₃) B937 CH₃CH₂CO₂ H H H OH CH(CO₂CH₂CH₃) B938 CH₂═CHCH₂ H H H OH CH(CO₂CH₂CH₃) B939 HCCCH₂ H H H OH CH(CO₂CH₂CH₃) B940 CF₃ H H H OH CH(CO₂CH₂CH₃) B941 (CH₃)₂NSO₂ H H H OH CH(CO₂CH₂CH₃) B942 (CH₃)₂N H H H OH CH(CO₂CH₂CH₃) B943 PhO H H H OH CH(CO₂CH₂CH₃) B944 PhS H H H OH CH(CO₂CH₂CH₃) B945 PhSO H H H OH CH(CO₂CH₂CH₃) B946 PhSO₂ H H H OH CH(CO₂CH₂CH₃) B947 CN H H H OH CH(CO₂CH₂CH₃) B948 CH₃ CH₃ H H OH CH(CO₂CH₂CH₃) B949 CH₃CH₂ CH₃ H H OH CH(CO₂CH₂CH₃) B950 CH₃CH₂CH₂ CH₃ H H OH CH(CO₂CH₂CH₃) B951 (CH₃)₂CH CH₃ H H OH CH(CO₂CH₂CH₃) B952 (CH₃)₃C CH₃ H H OH CH(CO₂CH₂CH₃) B953 CH₃S CH₃ H H OH CH(CO₂CH₂CH₃) B954 CH₃SO CH₃ H H OH CH(CO₂CH₂CH₃) B955 CH₃SO₂ CH₃ H H OH CH(CO₂CH₂CH₃) B956 Ph CH₃ H H OH CH(CO₂CH₂CH₃) B957 CH₃O CH₃ H H OH CH(CO₂CH₂CH₃) B958 CH₃CO₂ CH₃ H H OH CH(CO₂CH₂CH₃) B959 CH₃CH₂CO₂ CH₃ H H OH CH(CO₂CH₂CH₃) B960 CH₂═CHCH₂ CH₃ H H OH CH(CO₂CH₂CH₃) B961 HCCCH₂ CH₃ H H OH CH(CO₂CH₂CH₃) B962 CF₃ CH₃ H H OH CH(CO₂CH₂CH₃) B963 (CH₃)₂NSO₂ CH₃ H H OH CH(CO₂CH₂CH₃) B964 (CH₃)₂N CH₃ H H OH CH(CO₂CH₂CH₃) B965 PhO CH₃ H H OH CH(CO₂CH₂CH₃) B966 PhS CH₃ H H OH CH(CO₂CH₂CH₃) B967 PhSO CH₃ H H OH CH(CO₂CH₂CH₃) B968 PhSO₂ CH₃ H H OH CH(CO₂CH₂CH₃) B969 CN CH₃ H H OH CH(CO₂CH₂CH₃) B970 CH₃ H CH₃ H OH CH(CO₂CH₂CH₃) B971 CH₃CH₂ H CH₃ H OH CH(CO₂CH₂CH₃) B972 CH₃CH₂CH₂ H CH₃ H OH CH(CO₂CH₂CH₃) B973 (CH₃)₂CH H CH₃ H OH CH(CO₂CH₂CH₃) B974 (CH₃)₃C H CH₃ H OH CH(CO₂CH₂CH₃) B975 CH₃S H CH₃ H OH CH(CO₂CH₂CH₃) B976 CH₃SO H CH₃ H OH CH(CO₂CH₂CH₃) B977 CH₃SO₂ H CH₃ H OH CH(CO₂CH₂CH₃) B978 Ph H CH₃ H OH CH(CO₂CH₂CH₃) B979 CH₃O H CH₃ H OH CH(CO₂CH₂CH₃) B980 CH₃CO₂ H CH₃ H OH CH(CO₂CH₂CH₃) B981 CH₃CH₂CO₂ H CH₃ H OH CH(CO₂CH₂CH₃) B982 CH₂═CHCH₂ H CH₃ H OH CH(CO₂CH₂CH₃) B983 HCCCH₂ H CH₃ H OH CH(CO₂CH₂CH₃) B984 CF₃ H CH₃ H OH CH(CO₂CH₂CH₃) B985 (CH₃)₂NSO₂ H CH₃ H OH CH(CO₂CH₂CH₃) B986 (CH₃)₂N H CH₃ H OH CH(CO₂CH₂CH₃) B987 PhO H CH₃ H OH CH(CO₂CH₂CH₃) B988 PhS H CH₃ H OH CH(CO₂CH₂CH₃) B989 PhSO H CH₃ H OH CH(CO₂CH₂CH₃) B990 PhSO₂ H CH₃ H OH CH(CO₂CH₂CH₃) B991 CN H CH₃ H OH CH(CO₂CH₂CH₃) B992 CH₃ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B993 CH₃CH₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B994 CH₃CH₂CH₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B995 (CH₃)₂CH CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B996 (CH₃)₃C CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B997 CH₃S CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B998 CH₃SO CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B999 CH₃SO₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1000 Ph CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1001 CH₃O CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1002 CH₃CO₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1003 CH₃CH₂CO₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1004 CH₂═CHCH₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1005 HCCCH₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1006 CF₃ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1007 (CH₃)₂NSO₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1008 (CH₃)₂N CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1009 PhO CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1010 PhS CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1011 PhSO CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1012 PhSO₂ CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1013 CN CH₃ CH₃ H OH CH(CO₂CH₂CH₃) B1014 CH₃ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1015 CH₃CH₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1016 CH₃CH₂CH₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1017 (CH₃)₂CH CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1018 (CH₃)₃C CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1019 CH₃S CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1020 CH₃SO CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1021 CH₃SO₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1022 Ph CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1023 CH₃O CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1024 CH₃CO₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1025 CH₃CH₂CO₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1026 CH₂═CHCH₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1027 HCCCH₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1028 CF₃ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1029 (CH₃)₂NSO₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1030 (CH₃)₂N CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1031 PhO CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1032 PhS CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1033 PhSO CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1034 PhSO₂ CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1035 CN CH₃ CH₃ CH₃ OH CH(CO₂CH₂CH₃) B1036 CH₃CH₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1037 CH₃CH₂CH₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1038 (CH₃)₂CH CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1039 (CH₃)₃C CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1040 CH₃S CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1041 CH₃SO CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1042 CH₃SO₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1043 Ph CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1044 CH₃O CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1045 CH₃CO₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1046 CH₃CH₂CO₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1047 CH₂═CHCH₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1048 HCCCH₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1049 CF₃ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1050 (CH₃)₂NSO₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1051 (CH₃)₂N CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1052 PhO CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1053 PhS CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1054 PhSO CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1055 PhSO₂ CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1056 CN CH₃CH₂ H H OH CH(CO₂CH₂CH₃) B1057 CH₃OCO H H H OH CHPh B1058 H H H H OH CHPh B1059 H H H H OH CH(CH₂CH₃) B1060 H H H H OH CH(CH₂CH₂CH₃) B1061 H H H H OH CH(CH(CH₃)₂) B1062 H H H H OH CH(C(CH₃)₃) B1063 H H H H OH C(CH₃)₂ B1064 H H H H OH CH(CF₃) B1065 CH₃OCO H H H OH C(CH₃)(CF₃) B1066 H H H H OH C(CH₃)(CF₃) B1067 CH₃OCO CH₃O H H OH CH₂ B1068 H CH₃O H H OH CH₂ B1069 CH₃O CH₃OCO H CH₃ OH CH₂ B1070 CH₃O H CH₃ H OH CH₂ B1071 Cl H H H OH CH₂ B1072 F H H H OH CH₂ B1073 H H H H OH CH(OCH₃)₂ B1074 H H H H OH CH₂OSO₂CH₃ B1075 CH₃ CH₃ CH₃ CH₃ OH S(O) B1076 ClCH₂CH₂ H H H OH CH₂ B1077 HO(CH₂)₂ H H H OH CH₂ B1078 MsO(CH₂)₂ H H H OH CH₂ B1079 HOCH(CH₃)CH₂ H H H OH CH₂ B1080 MsOCH(CH₃)CH₂ H H H OH CH₂ B1081 (CH₃)₂CH H CH₃ CH₃ OH CH₂ B1082 HCCCH₂ H CH₃ CH₃ OH CH₂ B1083 H₂C═CCH₂ H CH₃ CH₃ OH CH₂

In the following Table 7 is Q₆

and Q₆ represent the following radicals C:

TABLE 7 Radicals C: Radical R₈₄ R₈₅ R₈₆ R₈₃ p W C1 H H H OH 1 CH₂ C2 CH₃ H H OH 1 CH₂ C3 CH₃CH₂ H H OH 1 CH₂ C4 CH₃CH₂CH₂ H H OH 1 CH₂ C5 (CH₃)₂CH H H OH 1 CH₂ C6 (CH₃)₃C H H OH 1 CH₂ C7 CH₃S H H OH 1 CH₂ C8 CH₃SO H H OH 1 CH₂ C9 CH₃SO₂ H H OH 1 CH₂ C10 Ph H H OH 1 CH₂ C11 CH₃O H H OH 1 CH₂ C12 CH₃OCO₂ H H OH 1 CH₂ C13 CH₃CH₂OCO₂ H H OH 1 CH₂ C14 CH₂═CHCH₂ H H OH 1 CH₂ C15 HCCCH₂ H H OH 1 CH₂ C16 CF₃ H H OH 1 CH₂ C17 (CH₃)₂NSO₂ H H OH 1 CH₂ C18 (CH₃)₂N H H OH 1 CH₂ C19 PhO H H OH 1 CH₂ C20 PhS H H OH 1 CH₂ C21 PhSO H H OH 1 CH₂ C22 PhSO₂ H H OH 1 CH₂ C23 CN H H OH 1 CH₂ C24 CH₃ CH₃ H OH 1 CH₂ C25 CH₃CH₂ CH₃ H OH 1 CH₂ C26 CH₃CH₂CH₂ CH₃ H OH 1 CH₂ C27 (CH₃)₂CH CH₃ H OH 1 CH₂ C28 (CH₃)₃C CH₃ H OH 1 CH₂ C29 CH₃S CH₃ H OH 1 CH₂ C30 CH₃SO CH₃ H OH 1 CH₂ C31 CH₃SO₂ CH₃ H OH 1 CH₂ C32 Ph CH₃ H OH 1 CH₂ C33 CH₃O CH₃ H OH 1 CH₂ C34 CH₃OCO₂ CH₃ H OH 1 CH₂ C35 CH₃CH₂OCO₂ CH₃ H OH 1 CH₂ C36 CH₂═CHCH₂ CH₃ H OH 1 CH₂ C37 HCCCH₂ CH₃ H OH 1 CH₂ C38 CF₃ CH₃ H OH 1 CH₂ C39 (CH₃)₂NSO₂ CH₃ H OH 1 CH₂ C40 (CH₃)₂N CH₃ H OH 1 CH₂ C41 PhO CH₃ H OH 1 CH₂ C42 PhS CH₃ H OH 1 CH₂ C43 PhSO CH₃ H OH 1 CH₂ C44 PhSO₂ CH₃ H OH 1 CH₂ C45 CN CH₃ H OH 1 CH₂ C46 H H H OH 4 CH₂ C47 CH₃ H H OH 4 CH₂ C48 CH₃CH₂ H H OH 4 CH₂ C49 CH₃CH₂CH₂ H H OH 4 CH₂ C50 (CH₃)₂CH H H OH 4 CH₂ C51 (CH₃)₃C H H OH 4 CH₂ C52 CH₃S H H OH 4 CH₂ C53 CH₃SO H H OH 4 CH₂ C54 CH₃SO₂ H H OH 4 CH₂ C55 Ph H H OH 4 CH₂ C56 CH₃O H H OH 4 CH₂ C57 CH₃OCO₂ H H OH 4 CH₂ C58 CH₃CH₂OCO₂ H H OH 4 CH₂ C59 CH₂═CHCH₂ H H OH 4 CH₂ C60 HCCCH₂ H H OH 4 CH₂ C61 CF₃ H H OH 4 CH₂ C62 (CH₃)₂NSO₂ H H OH 4 CH₂ C63 (CH₃)₂N H H OH 4 CH₂ C64 PhO H H OH 4 CH₂ C65 PhS H H OH 4 CH₂ C66 PhSO H H OH 4 CH₂ C67 PhSO₂ H H OH 4 CH₂ C68 CN H H OH 4 CH₂ C69 CH₃ CH₃ H OH 4 CH₂ C70 CH₃CH₂ CH₃ H OH 4 CH₂ C71 CH₃CH₂CH₂ CH₃ H OH 4 CH₂ C72 (CH₃)₂CH CH₃ H OH 4 CH₂ C73 (CH₃)₃C CH₃ H OH 4 CH₂ C74 CH₃S CH₃ H OH 4 CH₂ C75 CH₃SO CH₃ H OH 4 CH₂ C76 CH₃SO₂ CH₃ H OH 4 CH₂ C77 Ph CH₃ H OH 4 CH₂ C78 CH₃O CH₃ H OH 4 CH₂ C79 CH₃OCO₂ CH₃ H OH 4 CH₂ C80 CH₃CH₂OCO₂ CH₃ H OH 4 CH₂ C81 CH₂═CHCH₂ CH₃ H OH 4 CH₂ C82 HCCCH₂ CH₃ H OH 4 CH₂ C83 CF₃ CH₃ H OH 4 CH₂ C84 (CH₃)₂NSO₂ CH₃ H OH 4 CH₂ C85 (CH₃)₂N CH₃ H OH 4 CH₂ C86 PhO CH₃ H OH 4 CH₂ C87 PhS CH₃ H OH 4 CH₂ C88 PhSO CH₃ H OH 4 CH₂ C89 PhSO₂ CH₃ H OH 4 CH₂ C90 CN CH₃ H OH 4 CH₂ C91 H H H OH 3 CH₂ C92 CH₃ H H OH 3 CH₂ C93 CH₃CH₂ H H OH 3 CH₂ C94 CH₃CH₂CH₂ H H OH 3 CH₂ C95 (CH₃)₂CH H H OH 3 CH₂ C96 (CH₃)₃C H H OH 3 CH₂ C97 CH₃S H H OH 3 CH₂ C98 CH₃SO H H OH 3 CH₂ C99 CH₃SO₂ H H OH 3 CH₂ C100 Ph H H OH 3 CH₂ C101 CH₃O H H OH 3 CH₂ C102 CH₃OCO₂ H H OH 3 CH₂ C103 CH₃CH₂OCO₂ H H OH 3 CH₂ C104 CH₂═CHCH₂ H H OH 3 CH₂ C105 HCCCH₂ H H OH 3 CH₂ C106 CF₃ H H OH 3 CH₂ C107 (CH₃)₂NSO₂ H H OH 3 CH₂ C108 (CH₃)₂N H H OH 3 CH₂ C109 PhO H H OH 3 CH₂ C110 PhS H H OH 3 CH₂ C111 PhSO H H OH 3 CH₂ C112 PhSO₂ H H OH 3 CH₂ C113 CN H H OH 3 CH₂ C114 CH₃ CH₃ H OH 3 CH₂ C115 CH₃CH₂ CH₃ H OH 3 CH₂ C116 CH₃CH₂CH₂ CH₃ H OH 3 CH₂ C117 (CH₃)₂CH CH₃ H OH 3 CH₂ C118 (CH₃)₃C CH₃ H OH 3 CH₂ C119 CH₃S CH₃ H OH 3 CH₂ C120 CH₃SO CH₃ H OH 3 CH₂ C121 CH₃SO₂ CH₃ H OH 3 CH₂ C122 Ph CH₃ H OH 3 CH₂ C123 CH₃O CH₃ H OH 3 CH₂ C124 CH₃OCO₂ CH₃ H OH 3 CH₂ C125 CH₃CH₂OCO₂ CH₃ H OH 3 CH₂ C126 CH₂═CHCH₂ CH₃ H OH 3 CH₂ C127 HCCCH₂ CH₃ H OH 3 CH₂ C128 CF₃ CH₃ H OH 3 CH₂ C129 (CH₃)₂NSO₂ CH₃ H OH 3 CH₂ C130 (CH₃)₂N CH₃ H OH 3 CH₂ C131 PhO CH₃ H OH 3 CH₂ C132 PhS CH₃ H OH 3 CH₂ C133 PhSO CH₃ H OH 3 CH₂ C134 PhSO₂ CH₃ H OH 3 CH₂ C135 CN CH₃ H OH 3 CH₂ C136 CH₃CH₂ CH₃CH₂ H OH 1 CH₂ C137 H H H OH 1 CH(CH₃) C138 CH₃ H H OH 1 CH(CH₃) C139 CH₃ CH₃ H OH 1 CH(CH₃) C140 CH₂CH₃ H H OH 1 CH(CH₃) C141 CH₂CH₃ CH₃ H OH 1 CH(CH₃) C142 CH₃CH₂ CH₃CH₂ H OH 1 CH(CH₃) C143 H H CH₃ OH 1 CH₂ C144 CH₃ CH₃ CH₃ OH 1 CH₂ C145 CH₃CH₂ CH₃CH₂ CH₃ OH 1 CH₂ C146 H H H OH 2 CH₂ C147 CH₃ CH₃ H OH 2 CH₂ C148 CH₃CH₂ CH₃CH₂ H OH 2 CH₂ C149 H H H OH 5 CH₂ C150 CH₃ CH₃ H OH 5 CH₂ C151 CH₃CH₂ CH₃CH₂ H OH 5 CH₂

In the following Table 8 is Q₈

and Q₈ represenr the following radicals D:

TABLE 8 Radicals D: Radical R₈₈ R₈₉ R₉₀ R₉₁ R₈₇ o D1 H H H H OH 2 D2 CH₃ H H H OH 2 D3 CH₃CH₂ H H H OH 2 D4 CH₃CH₂CH₂ H H H OH 2 D5 (CH₃)₂CH H H H OH 2 D6 (CH₃)₃C H H H OH 2 D7 CH₃S H H H OH 2 D8 CH₃SO H H H OH 2 D9 CH₃SO₂ H H H OH 2 D10 Ph H H H OH 2 D11 CH₃O H H H OH 2 D12 CH₂═CHCH₂ H H H OH 2 D13 HCCCH₂ H H H OH 2 D14 CF₃ H H H OH 2 D15 PhO H H H OH 2 D16 PhS H H H OH 2 D17 PhSO H H H OH 2 D18 PhSO₂ H H H OH 2 D19 CH₃ CH₃ H H OH 2 D20 CH₃CH₂ CH₃ H H OH 2 D21 CH₃CH₂CH₂ CH₃ H H OH 2 D22 (CH₃)₂CH CH₃ H H OH 2 D23 (CH₃)₃C CH₃ H H OH 2 D24 CH₃S CH₃ H H OH 2 D25 CH₃SO CH₃ H H OH 2 D26 CH₃SO₂ CH₃ H H OH 2 D27 Ph CH₃ H H OH 2 D28 CH₃O CH₃ H H OH 2 D29 CH₂═CHCH₂ CH₃ H H OH 2 D30 HCCCH₂ CH₃ H H OH 2 D31 CF₃ CH₃ H H OH 2 D32 PhO CH₃ H H OH 2 D33 PhS CH₃ H H OH 2 D34 PhSO CH₃ H H OH 2 D35 PhSO₂ CH₃ H H OH 2 D36 H H H H OH 3 D37 CH₃ H H H OH 3 D38 CH₃CH₂ H H H OH 3 D39 CH₃CH₂CH₂ H H H OH 3 D40 (CH₃)₂CH H H H OH 3 D41 (CH₃)₃C H H H OH 3 D42 CH₃S H H H OH 3 D43 CH₃SO H H H OH 3 D44 CH₃SO₂ H H H OH 3 D45 Ph H H H OH 3 D46 CH₃O H H H OH 3 D47 CH₂═CHCH₂ H H H OH 3 D48 HCCCH₂ H H H OH 3 D49 CF₃ H H H OH 3 D50 PhO H H H OH 3 D51 PhS H H H OH 3 D52 PhSO H H H OH 3 D53 PhSO₂ H H H OH 3 D54 CH₃ CH₃ H H OH 3 D55 CH₃CH₂ CH₃ H H OH 3 D56 CH₃CH₂CH₂ CH₃ H H OH 3 D57 (CH₃)₂CH CH₃ H H OH 3 D58 (CH₃)₃C CH₃ H H OH 3 D59 CH₃S CH₃ H H OH 3 D60 CH₃SO CH₃ H H OH 3 D61 CH₃SO₂ CH₃ H H OH 3 D62 Ph CH₃ H H OH 3 D63 CH₃O CH₃ H H OH 3 D64 CH₂═CHCH₂ CH₃ H H OH 3 D65 HCCCH₂ CH₃ H H OH 3 D66 CF₃ CH₃ H H OH 3 D67 PhO CH₃ H H OH 3 D68 PhS CH₃ H H OH 3 D69 PhSO CH₃ H H OH 3 D70 PhSO₂ CH₃ H H OH 3 D71 H H H H OH 4 D72 CH₃ H H H OH 4 D73 CH₃CH₂ H H H OH 4 D74 CH₃CH₂CH₂ H H H OH 4 D75 (CH₃)₂CH H H H OH 4 D76 (CH₃)₃C H H H OH 4 D77 CH₃S H H H OH 4 D78 CH₃SO H H H OH 4 D79 CH₃SO₂ H H H OH 4 D80 Ph H H H OH 4 D81 CH₃O H H H OH 4 D82 CH₂═CHCH₂ H H H OH 4 D83 HCCCH₂ H H H OH 4 D84 CF₃ H H H OH 4 D85 PhO H H H OH 4 D86 PhS H H H OH 4 D87 PhSO H H H OH 4 D88 PhSO₂ H H H OH 4 D89 CH₃ CH₃ H H OH 4 D90 CH₃CH₂ CH₃ H H OH 4 D91 CH₃CH₂CH₂ CH₃ H H OH 4 D92 (CH₃)₂CH CH₃ H H OH 4 D93 (CH₃)₃C CH₃ H H OH 4 D94 CH₃S CH₃ H H OH 4 D95 CH₃SO CH₃ H H OH 4 D96 CH₃SO₂ CH₃ H H OH 4 D97 Ph CH₃ H H OH 4 D98 CH₃O CH₃ H H OH 4 D99 CH₂═CHCH₂ CH₃ H H OH 4 D100 HCCCH₂ CH₃ H H OH 4 D101 CF₃ CH₃ H H OH 4 D102 PhO CH₃ H H OH 4 D103 PhS CH₃ H H OH 4 D104 PhSO CH₃ H H OH 4 D105 PhSO₂ CH₃ H H OH 4 D106 H H H CH₃ OH 4 D107 H H H CH₃ OH 3 D108 H H H H OH 1 D109 CH₃ H H H OH 1 D110 CH₃OCO CH₃ H H OH 1 D111 CH₃CH₂OCO CH₃ H H OH 1 D112 CH₃O CH₃ H H OH 1 D113 CH₃S CH₃ H H OH 1 D114 CH₃SO CH₃ H H OH 1 D115 CH₃SO₂ CH₃ H H OH 1 D116 CH₃CH₂ H H H OH 1 D117 CH₃OCO CH₃CH₂ H H OH 1 D118 CH₃CH₂OCO CH₃CH₂ H H OH 1 D119 CH₃O CH₃CH₂ H H OH 1 D120 CH₃S CH₃CH₂ H H OH 1 D121 CH₃SO CH₃CH₂ H H OH 1 D122 CH₃SO₂ CH₃CH₂ H H OH 1 D123 CH₃CH₂S CH₃ H H OH 1 D124 CH₃CH₂SO CH₃ H H OH 1 D125 CH₃CH₂SO₂ CH₃ H H OH 1 D126 CH₃CH₂S CH₃CH₂ H H OH 1 D127 CH₃CH₂SO CH₃CH₂ H H OH 1 D128 CH₃CH₂SO CH₃CH₂ H H OH 1 D129 H H CH₃ H OH 1 D130 CH₃ H CH₃ H OH 1 D131 CH₃OCO CH₃ CH₃ H OH 1 D132 CH₃CH₂OCO CH₃ CH₃ H OH 1 D133 CH₃O CH₃ CH₃ H OH 1 D134 CH₃S CH₃ CH₃ H OH 1 D135 CH₃SO CH₃ CH₃ H OH 1 D136 CH₃SO₂ CH₃ CH₃ H OH 1 D137 H H H CH₃ OH 1 D138 CH₃ H H CH₃ OH 1 D139 H H CH₃ CH₃ OH 1 D140 CH₃CH₂OCO CH₃ H H OH 4

TABLE 9 Compounds of formula If: (If)

Compd. no. R₉₂ R₉₃ R₉₄ R₉₅ Q₃ A1 H H H CF₃ B24 A2 CH₃ H H CF₃ B24 A3 CH₃CH₂ H H CF₃ B24 A4 (CH₃)₂CH H H CF₃ B24 A5 (CH₃)₃C H H CF₃ B24 A6 cyclopropyl H H CF₃ B24 A7 CH₃(CH₂)₂ H H CF₃ B24 A8 CH₃OCH₂ H H CF₃ B24 A9 CH₃O(CH₂)₂ H H CF₃ B24 A10 Ph H H CF₃ B24 A11 PhO H H CF₃ B24 A12 PhS H H CF₃ B24 A13 PhSO H H CF₃ B24 A14 PhSO₂ H H CF₃ B24 A15 CH₃S H H CF₃ B24 A16 CH₃SO H H CF₃ B24 A17 CF₃ H H CF₃ B24 A18 F₂CH H H CF₃ B24 A19 HCC H H CF₃ B24 A20 CH₃CC H H CF₃ B24 A21 CH₂═CH H H CF₃ B24 A22 CH₂═CHCH₂ H H CF₃ B24 A23 CH₃SO₂N(CH₃) H H CF₃ B24 A24 (CH₃)₂N H H CF₃ B24 A25 (CH₃)₂NSO₂ H H CF₃ B24 A26 ClCH₂ H H CF₃ B24 A27 CH₃SCH₂ H H CF₃ B24 A28 CH₃SOCH₂ H H CF₃ B24 A29 CH₃SO₂CH₂ H H CF₃ B24 A30 [1,2,4]-triazol-1-yl-methyl H H CF₃ B24 A31 CH₃ CF₃ H CH₃ B24 A32 CH₃ CH₃ H CF₃ B24 A33 H H H CF₃CF₂ B24 A34 CH₃ H H CF₃CF₂ B24 A35 CH₃CH₂ H H CF₃CF₂ B24 A36 cyclopropyl H H CF₃CF₂ B24 A37 (CH₃)₃C H H CF₃CF₂ B24 A38 (CH₃)₂CH H H CF₃CF₂ B24 A39 CH₃(CH₂)₂ H H CF₃CF₂ B24 A40 CH₃OCH₂ H H CF₃CF₂ B24 A41 CH₃O(CH₂)₂ H H CF₃CF₂ B24 A42 Ph H H CF₃CF₂ B24 A43 PhO H H CF₃CF₂ B24 A44 PhS H H CF₃CF₂ B24 A45 PhSO H H CF₃CF₂ B24 A46 PhSO₂ H H CF₃CF₂ B24 A47 CH₃S H H CF₃CF₂ B24 A48 CH₃SO H H CF₃CF₂ B24 A49 CF₃ H H CF₃CF₂ B24 A50 F₂CH H H CF₃CF₂ B24 A51 HCC H H CF₃CF₂ B24 A52 CH₃CC H H CF₃CF₂ B24 A53 CH₂═CH H H CF₃CF₂ B24 A54 CH₂═CHCH₂ H H CF₃CF₂ B24 A55 CH₃SO₂N(CH₃) H H CF₃CF₂ B24 A56 (CH₃)₂N H H CF₃CF₂ B24 A57 (CH₃)₂NSO₂ H H CF₃CF₂ B24 A58 ClCH₂ H H CF₃CF₂ B24 A59 CH₃SCH₂ H H CF₃CF₂ B24 A60 CH₃SOCH₂ H H CF₃CF₂ B24 A61 CH₃SO₂CH₂ H H CF₃CF₂ B24 A62 [1,2,4]-triazol-1-yl-methyl H H CF₃CF₂ B24 A63 H H H CF₃CF₂CF₂ B24 A64 CH₃ H H CF₃CF₂CF₂ B24 A65 CH₃CH₂ H H CF₃CF₂CF₂ B24 A66 cyclopropyl H H CF₃CF₂CF₂ B24 A67 (CH₃)₃C H H CF₃CF₂CF₂ B24 A68 (CH₃)₂CH H H CF₃CF₂CF₂ B24 A69 CH₃(CH₂)₂ H H CF₃CF₂CF₂ B24 A70 CH₃OCH₂ H H CF₃CF₂CF₂ B24 A71 CH₃O(CH₂)₂ H H CF₃CF₂CF₂ B24 A72 Ph H H CF₃CF₂CF₂ B24 A73 PhO H H CF₃CF₂CF₂ B24 A74 PhS H H CF₃CF₂CF₂ B24 A75 PhSO H H CF₃CF₂CF₂ B24 A76 PhSO₂ H H CF₃CF₂CF₂ B24 A77 CH₃S H H CF₃CF₂CF₂ B24 A78 CH₃SO H H CF₃CF₂CF₂ B24 A79 CF₃ H H CF₃CF₂CF₂ B24 A80 F₂CH H H CF₃CF₂CF₂ B24 A81 HCC H H CF₃CF₂CF₂ B24 A82 CH₃CC H H CF₃CF₂CF₂ B24 A83 CH₂═CH H H CF₃CF₂CF₂ B24 A84 CH₂═CHCH₂ H H CF₃CF₂CF₂ B24 A85 CH₃SO₂N(CH₃) H H CF₃CF₂CF₂ B24 A86 (CH₃)₂N H H CF₃CF₂CF₂ B24 A87 (CH₃)₂NSO₂ H H CF₃CF₂CF₂ B24 A88 ClCH₂ H H CF₃CF₂CF₂ B24 A89 CH₃SCH₂ H H CF₃CF₂CF₂ B24 A90 CH₃SOCH₂ H H CF₃CF₂CF₂ B24 A91 CH₃SO₂CH₂ H H CF₃CF₂CF₂ B24 A92 [1,2,4]-triazol-1-yl-methyl H H CF₃CF₂CF₂ B24 A93 H H H CF₂Cl B24 A94 CH₃ H H CF₂Cl B24 A95 CH₃CH₂ H H CF₂Cl B24 A96 cyclopropyl H H CF₂Cl B24 A97 (CH₃)₃C H H CF₂Cl B24 A98 (CH₃)₂CH H H CF₂Cl B24 A99 CH₃(CH₂)₂ H H CF₂Cl B24 A100 CH₃OCH₂ H H CF₂Cl B24 A101 CH₃O(CH₂)₂ H H CF₂Cl B24 A102 Ph H H CF₂Cl B24 A103 PhO H H CF₂Cl B24 A104 PhS H H CF₂C1 B24 A105 PhSO H H CF₂Cl B24 A106 PhSO₂ H H CF₂Cl B24 A107 CH₃S H H CF₂Cl B24 A108 CH₃SO H H CF₂Cl B24 A109 CF₃ H H CF₂Cl B24 A110 F₂CH H H CF₂Cl B24 A111 HCC H H CF₂Cl B24 A112 CH₃CC H H CF₂Cl B24 A113 CH₂═CH H H CF₂Cl B24 A114 CH₂═CHCH₂ H H CF₂Cl B24 A115 CH₃SO₂N(CH₃) H H CF₂Cl B24 A116 (CH₃)₂N H H CF₂Cl B24 A117 (CH₃)₂NSO₂ H H CF₂Cl B24 A118 ClCH₂ H H CF₂Cl B24 A119 CH₃SCH₂ H H CF₂Cl B24 A120 CH₃SOCH₂ H H CF₂Cl B24 A121 CH₃SO₂CH₂ H H CF₂Cl B24 A122 [1,2,4]-triazol-1-yl-methyl H H CF₂Cl B24 A123 H H H CHF₂ B24 A124 CH₃ H H CHF₂ B24 A125 CH₃CH₂ H H CHF₂ B24 A126 cyclopropyl H H CHF₂ B24 A127 (CH₃)₃C H H CHF₂ B24 A128 (CH₃)₂CH H H CHF₂ B24 A129 CH₃(CH₂)₂ H H CHF₂ B24 A130 CH₃OCH₂ H H CHF₂ B24 A131 CH₃O(CH₂)₂ H H CHF₂ B24 A132 Ph H H CHF₂ B24 A133 PhO H H CHF₂ B24 A134 PhS H H CHF₂ B24 A135 PhSO H H CHF₂ B24 A136 PhSO₂ H H CHF₂ B24 A137 CH₃S H H CHF₂ B24 A138 CH₃SO H H CHF₂ B24 A139 CF₃ H H CHF₂ B24 A140 F₂CH H H CHF₂ B24 A141 HCC H H CHF₂ B24 A142 CH₃CC H H CHF₂ B24 A143 CH₂═CH H H CHF₂ B24 A144 CH₂═CHCH₂ H H CHF₂ B24 A145 CH₃SO₂N(CH₃) H H CHF₂ B24 A146 (CH₃)₂N H H CHF₂ B24 A147 (CH₃)₂NSO₂ H H CHF₂ B24 A148 ClCH₂ H H CHF₂ B24 A149 CH₃SCH₂ H H CHF₂ B24 A150 CH₃SOCH₂ H H CHF₂ B24 A151 CH₃SO₂CH₂ H H CHF₂ B24 A152 [1,2,4]-triazol-1-yl-methyl H H CHF₂ B24 A153 H H H CCl₃ B24 A154 CH₃ H H CCl₃ B24 A155 CH₃CH₂ H H CCl₃ B24 A156 cyclopropyl H H CCl₃ B24 A157 (CH₃)₃C H H CCl₃ B24 A158 (CH₃)₂CH H H CCl₃ B24 A159 CH₃(CH₂)₂ H H CCl₃ B24 A160 CH₃OCH₂ H H CCl₃ B24 A161 CH₃O(CH₂)₂ H H CCl₃ B24 A162 Ph H H CCl₃ B24 A163 PhO H H CCl₃ B24 A164 PhS H H CCl₃ B24 A165 PhSO H H CCl₃ B24 A166 PhSO₂ H H CCl₃ B24 A167 CH₃S H H CCl₃ B24 A168 CH₃SO H H CCl₃ B24 A169 CF₃ H H CCl₃ B24 A170 F₂CH H H CCl₃ B24 A171 HCC H H CCl₃ B24 A172 CH₃CC H H CCl₃ B24 A173 CH₂═CH H H CCl₃ B24 A174 CH₂═CHCH₂ H H CCl₃ B24 A175 CH₃SO₂N(CH₃) H H CCl₃ B24 A176 (CH₃)₂N H H CCl₃ B24 A177 (CH₃)₂NSO₂ H H CCl₃ B24 A178 ClCH₂ H H CCl₃ B24 A179 CH₃SCH₂ H H CCl₃ B24 A180 CH₃SOCH₂ H H CCl₃ B24 A181 CH₃SO₂CH₂ H H CCl₃ B24 A182 [1,2,4]-triazol-1-yl-methyl H H CCl₃ B24 A183 H H CH₃ CF₃ B24 A184 CH₃ H CH₃ CF₃ B24 A185 CH₃CH₂ H CH₃ CF₃ B24 A186 cyclopropyl H CH₃ CF₃ B24 A187 (CH₃)₃C H CH₃ CF₃ B24 A188 (CH₃)₂CH H CH₃ CF₃ B24 A189 CH₃(CH₂)₂ H CH₃ CF₃ B24 A190 CH₃OCH₂ H CH₃ CF₃ B24 A191 CH₃O(CH₂)₂ H CH₃ CF₃ B24 A192 Ph H CH₃ CF₃ B24 A193 PhO H CH₃ CF₃ B24 A194 PhS H CH₃ CF₃ B24 A195 PhSO H CH₃ CF₃ B24 A196 PhSO₂ H CH₃ CF₃ B24 A197 CH₃S H CH₃ CF₃ B24 A198 CH₃SO H CH₃ CF₃ B24 A199 CF₃ H CH₃ CF₃ B24 A200 F₂CH H CH₃ CF₃ B24 A201 HCC H CH₃ CF₃ B24 A202 CH₃CC H CH₃ CF₃ B24 A203 CH₂═CH H CH₃ CF₃ B24 A204 CH₂═CHCH₂ H CH₃ CF₃ B24 A205 CH₃SO₂N(CH₃) H CH₃ CF₃ B24 A206 (CH₃)₂N H CH₃ CF₃ B24 A207 (CH₃)₂NSO₂ H CH₃ CF₃ B24 A208 ClCH₂ H CH₃ CF₃ B24 A209 CH₃SCH₂ H CH₃ CF₃ B24 A210 CH₃SOCH₂ H CH₃ CF₃ B24 A211 CH₃SO₂CH₂ H CH₃ CF₃ B24 A212 H H CH₃ CF₃CF₂ B24 A213 CH₃ H CH₃ CF₃CF₂ B24 A214 CH₃CH₂ H CH₃ CF₃CF₂ B24 A215 cyclopropyl H CH₃ CF₃CF₂ B24 A216 (CH₃)₃C H CH₃ CF₃CF₂ B24 A217 (CH₃)₂CH H CH₃ CF₃CF₂ B24 A218 CH₃(CH₂)₂ H CH₃ CF₃CF₂ B24 A219 CH₃OCH₂ H CH₃ CF₃CF₂ B24 A220 CH₃O(CH₂)₂ H CH₃ CF₃CF₂ B24 A221 Ph H CH₃ CF₃CF₂ B24 A222 PhO H CH₃ CF₃CF₂ B24 A223 PhS H CH₃ CF₃CF₂ B24 A224 PhSO H CH₃ CF₃CF₂ B24 A225 PhSO₂ H CH₃ CF₃CF₂ B24 A226 CH₃S H CH₃ CF₃CF₂ B24 A227 CH₃SO H CH₃ CF₃CF₂ B24 A228 CF₃ H CH₃ CF₃CF₂ B24 A229 F₂CH H CH₃ CF₃CF₂ B24 A230 HCC H CH₃ CF₃CF₂ B24 A231 CH₃CC H CH₃ CF₃CF₂ B24 A232 CH₂═CH H CH₃ CF₃CF₂ B24 A233 CH₂═CHCH₂ H CH₃ CF₃CF₂ B24 A234 CH₃SO₂N(CH₃) H CH₃ CF₃CF₂ B24 A235 (CH₃)₂N H CH₃ CF₃CF₂ B24 A236 (CH₃)₂NSO₂ H CH₃ CF₃CF₂ B24 A237 ClCH₂ H CH₃ CF₃CF₂ B24 A238 CH₃SCH₂ H CH₃ CF₃CF₂ B24 A239 CH₃SOCH₂ H CH₃ CF₃CF₂ B24 A240 CH₃SO₂CH₂ H CH₃ CF₃CF₂ B24 A241 H H CH₃ CF₃CF₂CF₂ B24 A242 CH₃ H CH₃ CF₃CF₂CF₂ B24 A243 CH₃CH₂ H CH₃ CF₃CF₂CF₂ B24 A244 cyclopropyl H CH₃ CF₃CF₂CF₂ B24 A245 (CH₃)₃C H CH₃ CF₃CF₂CF₂ B24 A246 (CH₃)₂CH H CH₃ CF₃CF₂CF₂ B24 A247 CH₃(CH₂)₂ H CH₃ CF₃CF₂CF₂ B24 A248 CH₃OCH₂ H CH₃ CF₃CF₂CF₂ B24 A249 CH₃O(CH₂)₂ H CH₃ CF₃CF₂CF₂ B24 A250 Ph H CH₃ CF₃CF₂CF₂ B24 A251 PhO H CH₃ CF₃CF₂CF₂ B24 A252 PhS H CH₃ CF₃CF₂CF₂ B24 A253 PhSO H CH₃ CF₃CF₂CF₂ B24 A254 PhSO₂ H CH₃ CF₃CF₂CF₂ B24 A255 CH₃S H CH₃ CF₃CF₂CF₂ B24 A256 CH₃SO H CH₃ CF₃CF₂CF₂ B24 A257 CF₃ H CH₃ CF₃CF₂CF₂ B24 A258 F₂CH H CH₃ CF₃CF₂CF₂ B24 A259 HCC H CH₃ CF₃CF₂CF₂ B24 A260 CH₃CC H CH₃ CF₃CF₂CF₂ B24 A261 CH₂═CH H CH₃ CF₃CF₂CF₂ B24 A262 CH₂═CHCH₂ H CH₃ CF₃CF₂CF₂ B24 A263 CH₃SO₂N(CH₃) H CH₃ CF₃CF₂CF₂ B24 A264 (CH₃)₂N H CH₃ CF₃CF₂CF₂ B24 A265 (CH₃)₂NSO₂ H CH₃ CF₃CF₂CF₂ B24 A266 ClCH₂ H CH₃ CF₃CF₂CF₂ B24 A267 CH₃SCH₂ H CH₃ CF₃CF₂CF₂ B24 A268 CH₃SOCH₂ H CH₃ CF₃CF₂CF₂ B24 A269 CH₃SO₂CH₂ H CH₃ CF₃CF₂CF₂ B24 A270 H H CH₃ CF₂Cl B24 A271 CH₃ H CH₃ CF₂Cl B24 A272 CH₃CH₂ H CH₃ CF₂Cl B24 A273 cyclopropyl H CH₃ CF₂Cl B24 A274 (CH₃)₃C H CH₃ CF₂Cl B24 A275 (CH₃)₂CH H CH₃ CF₂Cl B24 A276 CH₃(CH₂)₂ H CH₃ CF₂Cl B24 A277 CH₃OCH₂ H CH₃ CF₂Cl B24 A278 CH₃O(CH₂)₂ H CH₃ CF₂Cl B24 A279 Ph H CH₃ CF₂Cl B24 A280 PhO H CH₃ CF₂Cl B24 A281 PhS H CH₃ CF₂Cl B24 A282 PhSO H CH₃ CF₂Cl B24 A283 PhSO₂ H CH₃ CF₂Cl B24 A284 CH₃S H CH₃ CF₂Cl B24 A285 CH₃SO H CH₃ CF₂Cl B24 A286 CF₃ H CH₃ CF₂Cl B24 A287 F₂CH H CH₃ CF₂Cl B24 A288 HCC H CH₃ CF₂Cl B24 A289 CH₃CC H CH₃ CF₂Cl B24 A290 CH₂═CH H CH₃ CF₂Cl B24 A291 CH₂═CHCH₂ H CH₃ CF₂Cl B24 A292 CH₃SO₂N(CH₃) H CH₃ CF₂Cl B24 A293 (CH₃)₂N H CH₃ CF₂Cl B24 A294 (CH₃)₂NSO₂ H CH₃ CF₂Cl B24 A295 ClCH₂ H CH₃ CF₂Cl B24 A296 CH₃SCH₂ H CH₃ CF₂Cl B24 A297 CH₃SOCH₂ H CH₃ CF₂Cl B24 A298 CH₃SO₂CH₂ H CH₃ CF₂Cl B24 A299 H H CH₃ CHF₂ B24 A300 CH₃ H CH₃ CHF₂ B24 A301 CH₃CH₂ H CH₃ CHF₂ B24 A302 cyclopropyl H CH₃ CHF₂ B24 A303 (CH₃)₃C H CH₃ CHF₂ B24 A304 (CH₃)₂CH H CH₃ CHF₂ B24 A305 CH₃(CH₂)₂ H CH₃ CHF₂ B24 A306 CH₃OCH₂ H CH₃ CHF₂ B24 A307 CH₃O(CH₂)₂ H CH₃ CHF₂ B24 A308 Ph H CH₃ CHF₂ B24 A309 PhO H CH₃ CHF₂ B24 A310 PhS H CH₃ CHF₂ B24 A311 PhSO H CH₃ CHF₂ B24 A312 PhSO₂ H CH₃ CHF₂ B24 A313 CH₃S H CH₃ CHF₂ B24 A314 CH₃SO H CH₃ CHF₂ B24 A315 CF₃ H CH₃ CHF₂ B24 A316 F₂CH H CH₃ CHF₂ B24 A317 HCC H CH₃ CHF₂ B24 A318 CH₃CC H CH₃ CHF₂ B24 A319 CH₂═CH H CH₃ CHF₂ B24 A320 CH₂═CHCH₂ H CH₃ CHF₂ B24 A321 CH₃SO₂N(CH₃) H CH₃ CHF₂ B24 A322 (CH₃)₂N H CH₃ CHF₂ B24 A323 (CH₃)₂NSO₂ H CH₃ CHF₂ B24 A324 ClCH₂ H CH₃ CHF₂ B24 A325 CH₃SCH₂ H CH₃ CHF₂ B24 A326 CH₃SOCH₂ H CH₃ CHF₂ B24 A327 CH₃SO₂CH₂ H CH₃ CHF₂ B24 A328 H H CH₃ CCl₃ B24 A329 CH₃ H CH₃ CCl₃ B24 A330 CH₃CH₂ H CH₃ CCl₃ B24 A331 (CH₃)₃C H CH₃ CCl₃ B24 A332 (CH₃)₂CH H CH₃ CCl₃ B24 A333 cyclopropyl H CH₃ CCl₃ B24 A334 CH₃(CH₂)₂ H CH₃ CCl₃ B24 A335 CH₃OCH₂ H CH₃ CCl₃ B24 A336 CH₃O(CH₂)₂ H CH₃ CCl₃ B24 A337 Ph H CH₃ CCl₃ B24 A338 PhO H CH₃ CCl₃ B24 A339 PhS H CH₃ CCl₃ B24 A340 PhSO H CH₃ CCl₃ B24 A341 PhSO₂ H CH₃ CCl₃ B24 A342 CH₃S H CH₃ CCl₃ B24 A343 CH₃SO H CH₃ CCl₃ B24 A344 CF₃ H CH₃ CCl₃ B24 A345 F₂CH H CH₃ CCl₃ B24 A346 HCC H CH₃ CCl₃ B24 A347 CH₃CC H CH₃ CCl₃ B24 A348 CH₂═CH H CH₃ CCl₃ B24 A349 CH₂═CHCH₂ H CH₃ CCl₃ B24 A350 CH₃SO₂N(CH₃) H CH₃ CCl₃ B24 A351 (CH₃)₂N H CH₃ CCl₃ B24 A352 (CH₃)₂NSO₂ H CH₃ CCl₃ B24 A353 ClCH₂ H CH₃ CCl₃ B24 A354 CH₃SCH₂ H CH₃ CCl₃ B24 A355 CH₃SOCH₂ H CH₃ CCl₃ B24 A356 CH₃SO₂CH₂ H CH₃ CCl₃ B24 A357 H H Ph CF₃ B24 A358 CH₃ H Ph CF₃ B24 A359 CH₃CH₂ H Ph CF₃ B24 A360 cyclopropyl H Ph CF₃ B24 A361 (CH₃)₃C H Ph CF₃ B24 A362 (CH₃)₂CH H Ph CF₃ B24 A363 CH₃(CH₂)₂ H Ph CF₃ B24 A364 CH₃OCH₂ H Ph CF₃ B24 A365 CH₃O(CH₂)₂ H Ph CF₃ B24 A366 Ph H Ph CF₃ B24 A367 PhO H Ph CF₃ B24 A368 PhS H Ph CF₃ B24 A369 PhSO H Ph CF₃ B24 A370 PhSO₂ H Ph CF₃ B24 A371 CH₃S H Ph CF₃ B24 A372 CH₃SO H Ph CF₃ B24 A373 CF₃ H Ph CF₃ B24 A374 F₂CH H Ph CF₃ B24 A375 HCC H Ph CF₃ B24 A376 CH₃CC H Ph CF₃ B24 A377 CH₂═CH H Ph CF₃ B24 A378 CH₂═ CHCH₂ H Ph CF₃ B24 A379 CH₃SO₂N(CH₃) H Ph CF₃ B24 A380 (CH₃)₂N H Ph CF₃ B24 A381 (CH₃)₂NSO₂ H Ph CF₃ B24 A382 ClCH₂ H Ph CF₃ B24 A383 CH₃SCH₂ H Ph CF₃ B24 A384 CH₃SOCH₂ H Ph CF₃ B24 A385 CH₃SO₂CH₂ H Ph CF₃ B24 A386 H H Ph CF₃CF₂ B24 A387 CH₃ H Ph CF₃CF₂ B24 A388 CH₃CH₂ H Ph CF₃CF₂ B24 A389 cyclopropyl H Ph CF₃CF₂ B24 A390 (CH₃)₃C H Ph CF₃CF₂ B24 A391 (CH₃)₂CH H Ph CF₃CF₂ B24 A392 CH₃(CH₂)₂ H Ph CF₃CF₂ B24 A393 CH₃OCH₂ H Ph CF₃CF₂ B24 A394 CH₃O(CH₂)₂ H Ph CF₃CF₂ B24 A395 Ph H Ph CF₃CF₂ B24 A396 PhO H Ph CF₃CF₂ B24 A397 PhS H Ph CF₃CF₂ B24 A398 PhSO H Ph CF₃CF₂ B24 A399 PhSO₂ H Ph CF₃CF₂ B24 A400 CH₃S H Ph CF₃CF₂ B24 A401 CH₃SO H Ph CF₃CF₂ B24 A402 CF₃ H Ph CF₃CF₂ B24 A403 F₂CH H Ph CF₃CF₂ B24 A404 HCC H Ph CF₃CF₂ B24 A405 CH₃CC H Ph CF₃CF₂ B24 A406 CH₂═CH H Ph CF₃CF₂ B24 A407 CH₂═CHCH₂ H Ph CF₃CF₂ B24 A408 CH₃SO₂N(CH₃) H Ph CF₃CF₂ B24 A409 (CH₃)₂N H Ph CF₃CF₂ B24 A410 (CH₃)₂NSO₂ H Ph CF₃CF₂ B24 A411 ClCH₂ H Ph CF₃CF₂ B24 A412 CH₃SCH₂ H Ph CF₃CF₂ B24 A413 CH₃SOCH₂ H Ph CF₃CF₂ B24 A414 CH₃SO₂CH₂ H Ph CF₃CF₂ B24 A415 H H Ph CF₃CF₂CF₂ B24 A416 CH₃ H Ph CF₃CF₂CF₂ B24 A417 CH₃CH₂ H Ph CF₃CF₂CF₂ B24 A418 cyclopropyl H Ph CF₃CF₂CF₂ B24 A419 (CH₃)₃C H Ph CF₃CF₂CF₂ B24 A420 (CH₃)₂CH H Ph CF₃CF₂CF₂ B24 A421 CH₃(CH₂)₂ H Ph CF₃CF₂CF₂ B24 A422 CH₃OCH₂ H Ph CF₃CF₂CF₂ B24 A423 CH₃O(CH₂)₂ H Ph CF₃CF₂CF₂ B24 A424 Ph H Ph CF₃CF₂CF₂ B24 A425 PhO H Ph CF₃CF₂CF₂ B24 A426 PhS H Ph CF₃CF₂CF₂ B24 A427 PhSO H Ph CF₃CF₂CF₂ B24 A428 PhSO₂ H Ph CF₃CF₂CF₂ B24 A429 CH₃S H Ph CF₃CF₂CF₂ B24 A430 CH₃SO H Ph CF₃CF₂CF₂ B24 A431 CF₃ H Ph CF₃CF₂CF₂ B24 A432 F₂CH H Ph CF₃CF₂CF₂ B24 A433 HCC H Ph CF₃CF₂CF₂ B24 A434 CH₃CC H Ph CF₃CF₂CF₂ B24 A435 CH₂═CH H Ph CF₃CF₂CF₂ B24 A436 CH₂═CHCH₂ H Ph CF₃CF₂CF₂ B24 A437 CH₃SO₂N(CH₃) H Ph CF₃CF₂CF₂ B24 A438 (CH₃)₂N H Ph CF₃CF₂CF₂ B24 A439 (CH₃)₂NSO₂ H Ph CF₃CF₂CF₂ B24 A440 ClCH₂ H Ph CF₃CF₂CF₂ B24 A441 CH₃SCH₂ H Ph CF₃CF₂CF₂ B24 A442 CH₃SOCH₂ H Ph CF₃CF₂CF₂ B24 A443 CH₃SO₂CH₂ H Ph CF₃CF₂CF₂ B24 A444 H H Ph CF₂Cl B24 A445 CH₃ H Ph CF₂Cl B24 A446 CH₃CH₂ H Ph CF₂Cl B24 A447 cyclopropyl H Ph CF₂Cl B24 A448 (CH₃)₃C H Ph CF₂Cl B24 A449 (CH₃)₂CH H Ph CF₂Cl B24 A450 CH₃(CH₂)₂ H Ph CF₂Cl B24 A451 CH₃OCH₂ H Ph CF₂Cl B24 A452 CH₃O(CH₂)₂ H Ph CF₂Cl B24 A453 Ph H Ph CF₂Cl B24 A454 PhO H Ph CF₂Cl B24 A455 PhS H Ph CF₂Cl B24 A456 PhSO H Ph CF₂Cl B24 A457 PhSO₂ H Ph CF₂Cl B24 A458 CH₃S H Ph CF₂Cl B24 A459 CH₃SO H Ph CF₂Cl B24 A460 CF₃ H Ph CF₂Cl B24 A461 F₂CH H Ph CF₂Cl B24 A462 HCC H Ph CF₂Cl B24 A463 CH₃CC H Ph CF₂Cl B24 A464 CH₂═CH H Ph CF₂Cl B24 A465 CH₂═CHCH₂ H Ph CF₂Cl B24 A466 CH₃SO₂N(CH₃) H Ph CF₂Cl B24 A467 (CH₃)₂N H Ph CF₂Cl B24 A468 (CH₃)₂NSO₂ H Ph CF₂Cl B24 A469 ClCH₂ H Ph CF₂Cl B24 A470 CH₃SCH₂ H Ph CF₂Cl B24 A471 CH₃SOCH₂ H Ph CF₂Cl B24 A472 CH₃SO₂CH₂ H Ph CF₂Cl B24 A473 H H Ph CHF₂ B24 A474 CH₃ H Ph CHF₂ B24 A475 CH₃CH₂ H Ph CHF₂ B24 A476 cyclopropyl H Ph CHF₂ B24 A477 (CH₃)₃C H Ph CHF₂ B24 A478 (CH₃)₂CH H Ph CHF₂ B24 A479 CH₃(CH₂)₂ H Ph CHF₂ B24 A480 CH₃OCH₂ H Ph CHF₂ B24 A481 CH₃O(CH₂)₂ H Ph CHF₂ B24 A482 Ph H Ph CHF₂ B24 A483 PhO H Ph CHF₂ B24 A484 PhS H Ph CHF₂ B24 A485 PhSO H Ph CHF₂ B24 A486 PhSO₂ H Ph CHF₂ B24 A487 CH₃S H Ph CHF₂ B24 A488 CH₃SO H Ph CHF₂ B24 A489 CF₃ H Ph CHF₂ B24 A490 F₂CH H Ph CHF₂ B24 A491 HCC H Ph CHF₂ B24 A492 CH₃CC H Ph CHF₂ B24 A493 CH₂═CH H Ph CHF₂ B24 A494 CH₂═CHCH₂ H Ph CHF₂ B24 A495 CH₃SO₂N(CH₃) H Ph CHF₂ B24 A496 (CH₃)₂N H Ph CHF₂ B24 A497 (CH₃)₂NSO₂ H Ph CHF₂ B24 A498 ClCH₂ H Ph CHF₂ B24 A499 CH₃SCH₂ H Ph CHF₂ B24 A500 CH₃SOCH₂ H Ph CHF₂ B24 A501 CH₃SO₂CH₂ H Ph CHF₂ B24 A502 H H Ph CCl₃ B24 A503 CH₃ H Ph CCl₃ B24 A504 CH₃CH₂ H Ph CCl₃ B24 A505 cyclopropyl H Ph CCl₃ B24 A506 (CH₃)₃C H Ph CCl₃ B24 A507 (CH₃)₂CH H Ph CCl₃ B24 A508 CH₃(CH₂)₂ H Ph CCl₃ B24 A509 CH₃OCH₂ H Ph CCl₃ B24 A510 CH₃O(CH₂)₂ H Ph CCl₃ B24 A511 Ph H Ph CCl₃ B24 A512 PhO H Ph CCl₃ B24 A513 PhS H Ph CCl₃ B24 A514 PhSO H Ph CCl₃ B24 A515 PhSO₂ H Ph CCl₃ B24 A516 CH₃S H Ph CCl₃ B24 A517 CH₃SO H Ph CCl₃ B24 A518 CF₃ H Ph CCl₃ B24 A519 F₂CH H Ph CCl₃ B24 A520 HCC H Ph CCl₃ B24 A521 CH₃CC H Ph CCl₃ B24 A522 CH₂═CH H Ph CCl₃ B24 A523 CH₂═CHCH₂ H Ph CCl₃ B24 A524 CH₃SO₂N(CH₃) H Ph CCl₃ B24 A525 (CH₃)₂N H Ph CCl₃ B24 A526 (CH₃)₂NSO₂ H Ph CCl₃ B24 A527 ClCH₂ H Ph CCl₃ B24 A528 CH₃SCH₂ H Ph CCl₃ B24 A529 CH₃SOCH₂ H Ph CCl₃ B24 A530 CH₃SO₂CH₂ H Ph CCl₃ B24 A531 H CH₃ H CF₃ B24 A532 H CH₃CH₂ H CF₃ B24 A533 H cyclopropyl H CF₃ B24 A534 H (CH₃)₃CH H CF₃ B24 A535 H (CH₃)₂CH H CF₃ B24 A536 H CH₃(CH₂)₂ H CF₃ B24 A537 H CH₃OCH₂ H CF₃ B24 A538 H CH₃O(CH₂)₂ H CF₃ B24 A539 H Ph H CF₃ B24 A540 H PhO H CF₃ B24 A541 H PhS H CF₃ B24 A542 H PhSO H CF₃ B24 A543 H PhSO₂ H CF₃ B24 A544 H CH₃S H CF₃ B24 A545 H CH₃SO H CF₃ B24 A546 H CF₃ H CF₃ B24 A547 H F₂CH H CF₃ B24 A548 H HCC H CF₃ B24 A549 H CH₃CC H CF₃ B24 A550 H CH₂═CH H CF₃ B24 A551 H CH₂═CHCH₂ H CF₃ B24 A552 H CH₃SO₂N(CH₃) H CF₃ B24 A553 H (CH₃)₂N H CF₃ B24 A554 H (CH₃)₂NSO₂ H CF₃ B24 A555 H CH₃SCH₂ H CF₃ B24 A556 H CH₃SOCH₂ H CF₃ B24 A557 H CH₃SO₂CH₂ H CF₃ B24 A558 H CH₃ H CF₃CF₂ B24 A559 H CH₃CH₂ H CF₃CF₂ B24 A560 H cyclopropyl H CF₃CF₂ B24 A561 H (CH₃)₃C H CF₃CF₂ B24 A562 H (CH₃)₂CH H CF₃CF₂ B24 A563 H CH₃(CH₂)₂ H CF₃CF₂ B24 A564 H CH₃OCH₂ H CF₃CF₂ B24 A565 H CH₃O(CH₂)₂ H CF₃CF₂ B24 A566 H Ph H CF₃CF₂ B24 A567 H PhO H CF₃CF₂ B24 A568 H PhS H CF₃CF₂ B24 A569 H PhSO H CF₃CF₂ B24 A570 H PhSO₂ H CF₃CF₂ B24 A571 H CH₃S H CF₃CF₂ B24 A572 H CH₃SO H CF₃CF₂ B24 A573 H CF₃ H CF₃CF₂ B24 A574 H F₂CH H CF₃CF₂ B24 A575 H HCC H CF₃CF₂ B24 A576 H CH₃CC H CF₃CF₂ B24 A577 H CH₂═CH H CF₃CF₂ B24 A578 H CH₂═CHCH₂ H CF₃CF₂ B24 A579 H CH₃SO₂N(CH₃) H CF₃CF₂ B24 A580 H (CH₃)₂N H CF₃CF₂ B24 A581 H (CH₃)₂NSO₂ H CF₃CF₂ B24 A582 H CH₃SCH₂ H CF₃CF₂ B24 A583 H CH₃SOCH₂ H CF₃CF₂ B24 A584 H CH₃SO₂CH₂ H CF₃CF₂ B24 A585 H CH₃ H CF₃CF₂CF₂ B24 A586 H CH₃CH₂ H CF₃CF₂CF₂ B24 A587 H cyclopropyl H CF₃CF₂CF₂ B24 A588 H (CH₃)₃C H CF₃CF₂CF₂ B24 A589 H (CH₃)₂CH H CF₃CF₂CF₂ B24 A590 H CH₃(CH₂)₂ H CF₃CF₂CF₂ B24 A591 H CH₃OCH₂ H CF₃CF₂CF₂ B24 A592 H CH₃O(CH₂)₂ H CF₃CF₂CF₂ B24 A593 H Ph H CF₃CF₂CF₂ B24 A594 H PhO H CF₃CF₂CF₂ B24 A595 H PhS H CF₃CF₂CF₂ B24 A596 H PhSO H CF₃CF₂CF₂ B24 A597 H PhSO₂ H CF₃CF₂CF₂ B24 A598 H CH₃S H CF₃CF₂CF₂ B24 A599 H CH₃SO H CF₃CF₂CF₂ B24 A600 H CF₃ H CF₃CF₂CF₂ B24 A601 H F₂CH H CF₃CF₂CF₂ B24 A602 H HCC H CF₃CF₂CF₂ B24 A603 H CH₃CC H CF₃CF₂CF₂ B24 A604 H CH₂═CH H CF₃CF₂CF₂ B24 A605 H CH₂═CHCH₂ H CF₃CF₂CF₂ B24 A606 H CH₃SO₂N(CH₃) H CF₃CF₂CF₂ B24 A607 H (CH₃)₂N H CF₃CF₂CF₂ B24 A608 H (CH₃)₂NSO₂ H CF₃CF₂CF₂ B24 A609 H CH₃SCH₂ H CF₃CF₂CF₂ B24 A610 H CH₃SOCH₂ H CF₃CF₂CF₂ B24 A611 H CH₃SO₂CH₂ H CF₃CF₂CF₂ B24 A612 H CH₃ H CF₂Cl B24 A613 H CH₃CH₂ H CF₂Cl B24 A614 H cyclopropyl H CF₂Cl B24 A615 H (CH₃)₃C H CF₂Cl B24 A616 H (CH₃)₂CH H CF₂Cl B24 A617 H CH₃(CH₂)₂ H CF₂Cl B24 A618 H CH₃OCH₂ H CF₂Cl B24 A619 H CH₃O(CH₂)₂ H CF₂Cl B24 A620 H Ph H CF₂Cl B24 A621 H PhO H CF₂Cl B24 A622 H PhS H CF₂Cl B24 A623 H PhSO H CF₂Cl B24 A624 H PhSO₂ H CF₂Cl B24 A625 H CH₃S H CF₂Cl B24 A626 H CH₃SO H CF₂Cl B24 A627 H CF₃ H CF₂Cl B24 A628 H F₂CH H CF₂Cl B24 A629 H HCC H CF₂Cl B24 A630 H CH₃CC H CF₂Cl B24 A631 H CH₂═CH H CF₂Cl B24 A632 H CH₂═CHCH₂ H CF₂Cl B24 A633 H CH₃SO₂N(CH₃) H CF₂Cl B24 A634 H (CH₃)₂N H CF₂Cl B24 A635 H (CH₃)₂NSO₂ H CF₂Cl B24 A636 H CH₃SCH₂ H CF₂Cl B24 A637 H CH₃SOCH₂ H CF₂Cl B24 A638 H CH₃SO₂CH₂ H CF₂Cl B24 A639 H CH₃ H CHF₂ B24 A640 H CH₃CH₂ H CHF₂ B24 A641 H cyclopropyl H CHF₂ B24 A642 H (CH₃)₃C H CHF₂ B24 A643 H (CH₃)₂CH H CHF₂ B24 A644 H CH₃(CH₂)₂ H CHF₂ B24 A645 H CH₃OCH₂ H CHF₂ B24 A646 H CH₃O(CH₂)₂ H CHF₂ B24 A647 H Ph H CHF₂ B24 A648 H PhO H CHF₂ B24 A649 H PhS H CHF₂ B24 A650 H PhSO H CHF₂ B24 A651 H PhSO₂ H CHF₂ B24 A652 H CH₃S H CHF₂ B24 A653 H CH₃SO H CHF₂ B24 A654 H CF₃ H CHF₂ B24 A655 H F₂CH H CHF₂ B24 A656 H HCC H CHF₂ B24 A657 H CH₃CC H CHF₂ B24 A658 H CH₂═CH H CHF₂ B24 A659 H CH₂═CHCH₂ H CHF₂ B24 A660 H CH₃SO₂N(CH₃) H CHF₂ B24 A661 H (CH₃)₂N H CHF₂ B24 A662 H (CH₃)₂NSO₂ H CHF₂ B24 A663 H CH₃SCH₂ H CHF₂ B24 A664 H CH₃SOCH₂ H CHF₂ B24 A665 H CH₃SO₂CH₂ H CHF₂ B24 A666 H CH₃ H CCl₃ B24 A667 H CH₃CH₂ H CCl₃ B24 A668 H cyclopropyl H CCl₃ B24 A669 H (CH₃)₃C H CCl₃ B24 A670 H (CH₃)₂CH H CCl₃ B24 A671 H CH₃(CH₂)₂ H CCl₃ B24 A672 H CH₃OCH₂ H CCl₃ B24 A673 H CH₃O(CH₂)₂ H CCl₃ B24 A674 H Ph H CCl₃ B24 A675 H PhO H CCl₃ B24 A676 H PhS H CCl₃ B24 A677 H PhSO H CCl₃ B24 A678 H PhSO₂ H CCl₃ B24 A679 H CH₃S H CCl₃ B24 A680 H CH₃SO H CCl₃ B24 A681 H CF₃ H CCl₃ B24 A682 H F₂CH H CCl₃ B24 A683 H HCC H CCl₃ B24 A684 H CH₃CC H CCl₃ B24 A685 H CH₂═CH H CCl₃ B24 A686 H CH₂═CHCH₂ H CCl₃ B24 A687 H CH₃SO₂N(CH₃) H CCl₃ B24 A688 H (CH₃)₂N H CCl₃ B24 A689 H (CH₃)₂NSO₂ H CCl₃ B24 A690 H CH₃SCH₂ H CCl₃ B24 A691 H CH₃SOCH₂ H CCl₃ B24 A692 H CH₃SO₂CH₂ H CCl₃ B24 A693 H CH₃ CH₃ CF₃ B24 A694 H CH₃CH₂ CH₃ CF₃ B24 A695 H cyclopropyl CH₃ CF₃ B24 A696 H (CH₃)₃C CH₃ CF₃ B24 A697 H (CH₃)₂CH CH₃ CF₃ B24 A698 H CH₃(CH₂)₂ CH₃ CF₃ B24 A699 H CH₃OCH₂ CH₃ CF₃ B24 A700 H CH₃O(CH₂)₂ CH₃ CF₃ B24 A701 H Ph CH₃ CF₃ B24 A702 H PhO CH₃ CF₃ B24 A703 H PhS CH₃ CF₃ B24 A704 H PhSO CH₃ CF₃ B24 A705 H PhSO₂ CH₃ CF₃ B24 A706 H CH₃S CH₃ CF₃ B24 A707 H CH₃SO CH₃ CF₃ B24 A708 H CF₃ CH₃ CF₃ B24 A709 H F₂CH CH₃ CF₃ B24 A710 H HCC CH₃ CF₃ B24 A711 H CH₃CC CH₃ CF₃ B24 A712 H CH₂═CH CH₃ CF₃ B24 A713 H CH₂═CHCH₂ CH₃ CF₃ B24 A714 H CH₃SO₂N(CH₃) CH₃ CF₃ B24 A715 H (CH₃)₂N CH₃ CF₃ B24 A716 H (CH₃)₂NSO₂ CH₃ CF₃ B24 A717 H CH₃SCH₂ CH₃ CF₃ B24 A718 H CH₃SOCH₂ CH₃ CF₃ B24 A719 H CH₃SO₂CH₂ CH₃ CF₃ B24 A720 H CH₃ CH₃ CF₃CF₂ B24 A721 H CH₃CH₂ CH₃ CF₃CF₂ B24 A722 H cyclopropyl CH₃ CF₃CF₂ B24 A723 H (CH₃)₃C CH₃ CF₃CF₂ B24 A724 H (CH₃)₂CH CH₃ CF₃CF₂ B24 A725 H CH₃(CH₂)₂ CH₃ CF₃CF₂ B24 A726 H CH₃OCH₂ CH₃ CF₃CF₂ B24 A727 H CH₃O(CH₂)₂ CH₃ CF₃CF₂ B24 A728 H Ph CH₃ CF₃CF₂ B24 A729 H PhO CH₃ CF₃CF₂ B24 A730 H PhS CH₃ CF₃CF₂ B24 A731 H PhSO CH₃ CF₃CF₂ B24 A732 H PhSO₂ CH₃ CF₃CF₂ B24 A733 H CH₃S CH₃ CF₃CF₂ B24 A734 H CH₃SO CH₃ CF₃CF₂ B24 A735 H CF₃ CH₃ CF₃CF₂ B24 A736 H F₂CH CH₃ CF₃CF₂ B24 A737 H HCC CH₃ CF₃CF₂ B24 A738 H CH₃CC CH₃ CF₃CF₂ B24 A739 H CH₂═CH CH₃ CF₃CF₂ B24 A740 H CH₂═CHCH₂ CH₃ CF₃CF₂ B24 A741 H CH₃SO₂N(CH₃) CH₃ CF₃CF₂ B24 A742 H (CH₃)₂N CH₃ CF₃CF₂ B24 A743 H (CH₃)₂NSO₂ CH₃ CF₃CF₂ B24 A744 H CH₃SCH₂ CH₃ CF₃CF₂ B24 A745 H CH₃SOCH₂ CH₃ CF₃CF₂ B24 A746 H CH₃SO₂CH₂ CH₃ CF₃CF₂ B24 A747 H CH₃ CH₃ CF₃CF₂CF₂ B24 A748 H CH₃CH₂ CH₃ CF₃CF₂CF₂ B24 A749 H cyclopropyl CH₃ CF₃CF₂CF₂ B24 A750 H (CH₃)₃C CH₃ CF₃CF₂CF₂ B24 A751 H (CH₃)₂CH CH₃ CF₃CF₂CF₂ B24 A752 H CH₃(CH₂)₂ CH₃ CF₃CF₂CF₂ B24 A753 H CH₃OCH₂ CH₃ CF₃CF₂CF₂ B24 A754 H CH₃O(CH₂)₂ CH₃ CF₃CF₂CF₂ B24 A755 H Ph CH₃ CF₃CF₂CF₂ B24 A756 H PhO CH₃ CF₃CF₂CF₂ B24 A757 H PhS CH₃ CF₃CF₂CF₂ B24 A758 H PhSO CH₃ CF₃CF₂CF₂ B24 A759 H PhSO₂ CH₃ CF₃CF₂CF₂ B24 A760 H CH₃S CH₃ CF₃CF₂CF₂ B24 A761 H CH₃SO CH₃ CF₃CF₂CF₂ B24 A762 H CF₃ CH₃ CF₃CF₂CF₂ B24 A763 H F₂CH CH₃ CF₃CF₂CF₂ B24 A764 H HCC CH₃ CF₃CF₂CF₂ B24 A765 H CH₃CC CH₃ CF₃CF₂CF₂ B24 A766 H CH₂═CH CH₃ CF₃CF₂CF₂ B24 A767 H CH₂═CHCH₂ CH₃ CF₃CF₂CF₂ B24 A768 H CH₃SO₂N(CH₃) CH₃ CF₃CF₂CF₂ B24 A769 H (CH₃)₂N CH₃ CF₃CF₂CF₂ B24 A770 H (CH₃)₂NSO₂ CH₃ CF₃CF₂CF₂ B24 A771 H CH₃SCH₂ CH₃ CF₃CF₂CF₂ B24 A772 H CH₃SOCH₂ CH₃ CF₃CF₂CF₂ B24 A773 H CH₃SO₂CH₂ CH₃ CF₃CF₂CF₂ B24 A774 H CH₃ CH₃ CF₂Cl B24 A775 H CH₃CH₂ CH₃ CF₂Cl B24 A776 H cyclopropyl CH₃ CF₂Cl B24 A777 H (CH₃)₃C CH₃ CF₂Cl B24 A778 H (CH₃)₂CH CH₃ CF₂Cl B24 A779 H CH₃(CH₂)₂ CH₃ CF₂Cl B24 A780 H CH₃OCH₂ CH₃ CF₂Cl B24 A781 H CH₃O(CH₂)₂ CH₃ CF₂Cl B24 A782 H Ph CH₃ CF₂Cl B24 A783 H PhO CH₃ CF₂Cl B24 A784 H PhS CH₃ CF₂Cl B24 A785 H PhSO CH₃ CF₂Cl B24 A786 H PhSO₂ CH₃ CF₂Cl B24 A787 H CH₃S CH₃ CF₂Cl B24 A788 H CH₃SO CH₃ CF₂Cl B24 A789 H CF₃ CH₃ CF₂Cl B24 A790 H F₂CH CH₃ CF₂Cl B24 A791 H HCC CH₃ CF₂Cl B24 A792 H CH₃CC CH₃ CF₂Cl B24 A793 H CH₂═CH CH₃ CF₂Cl B24 A794 H CH₂═CHCH₂ CH₃ CF₂Cl B24 A795 H CH₃SO₂N(CH₃) CH₃ CF₂Cl B24 A796 H (CH₃)₂N CH₃ CF₂Cl B24 A797 H (CH₃)₂NSO₂ CH₃ CF₂Cl B24 A798 H CH₃SCH₂ CH₃ CF₂Cl B24 A799 H CH₃SOCH₂ CH₃ CF₂Cl B24 A800 H CH₃SO₂CH₂ CH₃ CF₂Cl B24 A801 H CH₃ CH₃ CHF₂ B24 A802 H CH₃CH₂ CH₃ CHF₂ B24 A803 H cyclopropyl CH₃ CHF₂ B24 A804 H (CH₃)₃C CH₃ CHF₂ B24 A805 H (CH₃)₂CH CH₃ CHF₂ B24 A806 H CH₃(CH₂)₂ CH₃ CHF₂ B24 A807 H CH₃OCH₂ CH₃ CHF₂ B24 A808 H CH₃O(CH₂)₂ CH₃ CHF₂ B24 A809 H Ph CH₃ CHF₂ B24 A810 H PhO CH₃ CHF₂ B24 A811 H PhS CH₃ CHF₂ B24 A812 H PhSO CH₃ CHF₂ B24 A813 H PhSO₂ CH₃ CHF₂ B24 A814 H CH₃S CH₃ CHF₂ B24 A815 H CH₃SO CH₃ CHF₂ B24 A816 H CF₃ CH₃ CHF₂ B24 A817 H F₂CH CH₃ CHF₂ B24 A818 H HCC CH₃ CHF₂ B24 A819 H CH₃CC CH₃ CHF₂ B24 A820 H CH₂═CH CH₃ CHF₂ B24 A821 H CH₂═CHCH₂ CH₃ CHF₂ B24 A822 H CH₃SO₂N(CH₃) CH₃ CHF₂ B24 A823 H (CH₃)₂N CH₃ CHF₂ B24 A824 H (CH₃)₂NSO₂ CH₃ CHF₂ B24 A825 H CH₃SCH₂ CH₃ CHF₂ B24 A826 H CH₃SOCH₂ CH₃ CHF₂ B24 A827 H CH₃SO₂CH₂ CH₃ CHF₂ B24 A828 H CH₃ CH₃ CCl₃ B24 A829 H CH₃CH₂ CH₃ CCl₃ B24 A830 H cyclopropyl CH₃ CCl₃ B24 A831 H (CH₃)₃C CH₃ CCl₃ B24 A832 H (CH₃)₂CH CH₃ CCl₃ B24 A833 H CH₃(CH₂)₂ CH₃ CCl₃ B24 A834 H CH₃OCH₂ CH₃ CCl₃ B24 A835 H CH₃O(CH₂)₂ CH₃ CCl₃ B24 A836 H Ph CH₃ CCl₃ B24 A837 H PhO CH₃ CCl₃ B24 A838 H PhS CH₃ CCl₃ B24 A839 H PhSO CH₃ CCl₃ B24 A840 H PhSO₂ CH₃ CCl₃ B24 A841 H CH₃S CH₃ CCl₃ B24 A842 H CH₃SO CH₃ CCl₃ B24 A843 H CF₃ CH₃ CCl₃ B24 A844 H F₂CH CH₃ CCl₃ B24 A845 H HCC CH₃ CCl₃ B24 A846 H CH₃CC CH₃ CCl₃ B24 A847 H CH₂═CH CH₃ CCl₃ B24 A848 H CH₂═CHCH₂ CH₃ CCl₃ B24 A849 H CH₃SO₂N(CH₃) CH₃ CCl₃ B24 A850 H (CH₃)₂N CH₃ CCl₃ B24 A851 H (CH₃)₂NSO₂ CH₃ CCl₃ B24 A852 H CH₃SCH₂ CH₃ CCl₃ B24 A853 H CH₃SOCH₂ CH₃ CCl₃ B24 A854 H CH₃SO₂CH₂ CH₃ CCl₃ B24 A855 H CH₃ Ph CF₃ B24 A856 H CH₃CH₂ Ph CF₃ B24 A857 H (CH₃)₂CH Ph CF₃ B24 A858 H (CH₃)₂CH Ph CF₃ B24 A859 H cyclopropyl Ph CF₃ B24 A860 H CH₃(CH₂)₂ Ph CF₃ B24 A861 H CH₃OCH₂ Ph CF₃ B24 A862 H CH₃O(CH₂)₂ Ph CF₃ B24 A863 H Ph Ph CF₃ B24 A864 H PhO Ph CF₃ B24 A865 H PhS Ph CF₃ B24 A866 H PhSO Ph CF₃ B24 A867 H PhSO₂ Ph CF₃ B24 A868 H CH₃S Ph CF₃ B24 A869 H CH₃SO Ph CF₃ B24 A870 H CF₃ Ph CF₃ B24 A871 H F₂CH Ph CF₃ B24 A872 H HCC Ph CF₃ B24 A873 H CH₃CC Ph CF₃ B24 A874 H CH₂═CH Ph CF₃ B24 A875 H CH₂═CHCH₂ Ph CF₃ B24 A876 H CH₃SO₂N(CH₃) Ph CF₃ B24 A877 H (CH₃)₂N Ph CF₃ B24 A878 H (CH₃)₂NSO₂ Ph CF₃ B24 A879 H CH₃SCH₂ Ph CF₃ B24 A880 H CH₃SOCH₂ Ph CF₃ B24 A881 H CH₃SO₂CH₂ Ph CF₃ B24 A882 H CH₃ Ph CF₃CF₂ B24 A883 H CH₃CH₂ Ph CF₃CF₂ B24 A884 H cyclopropyl Ph CF₃CF₂ B24 A885 H (CH₃)₃C Ph CF₃CF₂ B24 A886 H (CH₃)₂CH Ph CF₃CF₂ B24 A887 H CH₃(CH₂)₂ Ph CF₃CF₂ B24 A888 H CH₃OCH₂ Ph CF₃CF₂ B24 A889 H CH₃O(CH₂)₂ Ph CF₃CF₂ B24 A890 H Ph Ph CF₃CF₂ B24 A891 H PhO Ph CF₃CF₂ B24 A892 H PhS Ph CF₃CF₂ B24 A893 H PhSO Ph CF₃CF₂ B24 A894 H PhSO₂ Ph CF₃CF₂ B24 A895 H CH₃S Ph CF₃CF₂ B24 A896 H CH₃SO Ph CF₃CF₂ B24 A897 H CF₃ Ph CF₃CF₂ B24 A898 H F₂CH Ph CF₃CF₂ B24 A899 H HCC Ph CF₃CF₂ B24 A900 H CH₃CC Ph CF₃CF₂ B24 A901 H CH₂═CH Ph CF₃CF₂ B24 A902 H CH₂═CHCH₂ Ph CF₃CF₂ B24 A903 H CH₃SO₂N(CH₃) Ph CF₃CF₂ B24 A904 H (CH₃)₂N Ph CF₃CF₂ B24 A905 H (CH₃)₂NSO₂ Ph CF₃CF₂ B24 A906 H CH₃SCH₂ Ph CF₃CF₂ B24 A907 H CH₃SOCH₂ Ph CF₃CF₂ B24 A908 H CH₃SO₂CH₂ Ph CF₃CF₂ B24 A909 H CH₃ Ph CF₃CF₂CF₂ B24 A910 H CH₃CH₂ Ph CF₃CF₂CF₂ B24 A911 H cyclopropyl Ph CF₃CF₂CF₂ B24 A912 H (CH₃)₃C Ph CF₃CF₂CF₂ B24 A913 H (CH₃)₂CH Ph CF₃CF₂CF₂ B24 A914 H CH₃(CH₂)₂ Ph CF₃CF₂CF₂ B24 A915 H CH₃OCH₂ Ph CF₃CF₂CF₂ B24 A916 H CH₃O(CH₂)₂ Ph CF₃CF₂CF₂ B24 A917 H Ph Ph CF₃CF₂CF₂ B24 A918 H PhO Ph CF₃CF₂CF₂ B24 A919 H PhS Ph CF₃CF₂CF₂ B24 A920 H PhSO Ph CF₃CF₂CF₂ B24 A921 H PhSO₂ Ph CF₃CF₂CF₂ B24 A922 H CH₃S Ph CF₃CF₂CF₂ B24 A923 H CH₃SO Ph CF₃CF₂CF₂ B24 A924 H CF₃ Ph CF₃CF₂CF₂ B24 A925 H F₂CH Ph CF₃CF₂CF₂ B24 A926 H HCC Ph CF₃CF₂CF₂ B24 A927 H CH₃CC Ph CF₃CF₂CF₂ B24 A928 H CH₂═CH Ph CF₃CF₂CF₂ B24 A929 H CH₂═CHCH₂ Ph CF₃CF₂CF₂ B24 A930 H CH₃SO₂N(CH₃) Ph CF₃CF₂CF₂ B24 A931 H (CH₃)₂N Ph CF₃CF₂CF₂ B24 A932 H (CH₃)₂NSO₂ Ph CF₃CF₂CF₂ B24 A933 H CH₃SCH₂ Ph CF₃CF₂CF₂ B24 A934 H CH₃SOCH₂ Ph CF₃CF₂CF₂ B24 A935 H CH₃SO₂CH₂ Ph CF₃CF₂CF₂ B24 A936 H CH₃ Ph CF₂Cl B24 A937 H CH₃CH₂ Ph CF₂Cl B24 A938 H cyclopropyl Ph CF₂Cl B24 A939 H (CH₃)₃C Ph CF₂Cl B24 A940 H (CH₃)₂CH Ph CF₂Cl B24 A941 H CH₃(CH₂)₂ Ph CF₂Cl B24 A942 H CH₃OCH₂ Ph CF₂Cl B24 A943 H CH₃O(CH₂)₂ Ph CF₂Cl B24 A944 H Ph Ph CF₂Cl B24 A945 H PhO Ph CF₂Cl B24 A946 H PhS Ph CF₂Cl B24 A947 H PhSO Ph CF₂Cl B24 A948 H PhSO₂ Ph CF₂Cl B24 A949 H CH₃S Ph CF₂Cl B24 A950 H CH₃SO Ph CF₂Cl B24 A951 H CF₃ Ph CF₂Cl B24 A952 H F₂CH Ph CF₂Cl B24 A953 H HCC Ph CF₂Cl B24 A954 H CH₃CC Ph CF₂Cl B24 A955 H CH₂═CH Ph CF₂Cl B24 A956 H CH₂═CHCH₂ Ph CF₂Cl B24 A957 H CH₃SO₂N(CH₃) Ph CF₂Cl B24 A958 H (CH₃)₂N Ph CF₂Cl B24 A959 H (CH₃)₂NSO₂ Ph CF₂Cl B24 A960 H CH₃SCH₂ Ph CF₂Cl B24 A961 H CH₃SOCH₂ Ph CF₂Cl B24 A962 H CH₃SO₂CH₂ Ph CF₂Cl B24 A963 H CH₃ Ph CHF₂ B24 A964 H CH₃CH₂ Ph CHF₂ B24 A965 H (CH₃)₃C Ph CHF₂ B24 A966 H (CH₃)₂CH Ph CHF₂ B24 A967 H cyclopropyl Ph CHF₂ B24 A968 H CH₃(CH₂)₂ Ph CHF₂ B24 A969 H CH₃OCH₂ Ph CHF₂ B24 A970 H CH₃O(CH₂)₂ Ph CHF₂ B24 A971 H Ph Ph CHF₂ B24 A972 H PhO Ph CHF₂ B24 A973 H PhS Ph CHF₂ B24 A974 H PhSO Ph CHF₂ B24 A975 H PhSO₂ Ph CHF₂ B24 A976 H CH₃S Ph CHF₂ B24 A977 H CH₃SO Ph CHF₂ B24 A978 H CF₃ Ph CHF₂ B24 A979 H F₂CH Ph CHF₂ B24 A980 H HCC Ph CHF₂ B24 A981 H CH₃CC Ph CHF₂ B24 A982 H CH₂═CH Ph CHF₂ B24 A983 H CH₂═CHCH₂ Ph CHF₂ B24 A984 H CH₃SO₂N(CH₃) Ph CHF₂ B24 A985 H (CH₃)₂N Ph CHF₂ B24 A986 H (CH₃)₂NSO₂ Ph CHF₂ B24 A987 H CH₃SCH₂ Ph CHF₂ B24 A988 H CH₃SOCH₂ Ph CHF₂ B24 A989 H CH₃SO₂CH₂ Ph CHF₂ B24 A990 H CH₃ Ph CCl₃ B24 A991 H CH₃CH₂ Ph CCl₃ B24 A992 H (CH₃)₃C Ph CCl₃ B24 A993 H (CH₃)₂CH Ph CCl₃ B24 A994 H cyclopropyl Ph CCl₃ B24 A995 H CH₃(CH₂)₂ Ph CCl₃ B24 A996 H CH₃OCH₂ Ph CCl₃ B24 A997 H CH₃O(CH₂)₂ Ph CCl₃ B24 A998 H Ph Ph CCl₃ B24 A999 H PhO Ph CCl₃ B24 A1000 H PhS Ph CCl₃ B24 A1001 H PhSO Ph CCl₃ B24 A1002 H PhSO₂ Ph CCl₃ B24 A1003 H CH₃S Ph CCl₃ B24 A1004 H CH₃SO Ph CCl₃ B24 A1005 H CF₃ Ph CCl₃ B24 A1006 H F₂CH Ph CCl₃ B24 A1007 H HCC Ph CCl₃ B24 A1008 H CH₃CC Ph CCl₃ B24 A1009 H CH₂═CH Ph CCl₃ B24 A1010 H CH₂═CHCH₂ Ph CCl₃ B24 A1011 H CH₃SO₂N(CH₃) Ph CCl₃ B24 A1012 H (CH₃)₂N Ph CCl₃ B24 A1013 H (CH₃)₂NSO₂ Ph CCl₃ B24 A1014 H CH₃SCH₂ Ph CCl₃ B24 A1015 H CH₃SOCH₂ Ph CCl₃ B24 A1016 H CH₃SO₂CH₂ Ph CCl₃ B24 A1017 F H H CF₃ B24 A1018 Cl H H CF₃ B24 A1019 Br H H CF₃ B24 A1020 CN H H CF₃ B24 A1021 CH₃SO₂O H H CF₃ B24 A1022 CH₃O H H CF₃ B24 A1023 CH₂CH₃O H H CF₃ B24 A1024 CH₂CH═CH₂O H H CF₃ B24 A1025 HCCCH₂O H H CF₃ B24 A1026 S-benzyl H H CF₃ B24 A1027 SO₂-benzyl H H CF₃ B24 A1028 ClCH₂ H H CF₃ B24 A1029 BrCH₂ H H CF₃ B24 A1030 FCH₂ H H CF₃ B24 A1031 CHF₂CH₂ H H CF₃ B24 A1032 CF₃CH₂ H H CF₃ B24 A1033 triazolylmethyl H H CF₃ B24 A1034 CHCl₂CH₂ H H CF₃ B24 A1035 ClCH═CH H H CF₃ B24 A1036 Cl₂C═CH H H CF₃ B24 A1037 CF₃CH═CH H H CF₃ B24 A1038 ClCC H H CF₃ B24 A1039 Ph H H CF₃ B24 A1040 CH₃ CH₃ H CF₃ B24 A1041 CH₃ OH H CF₃ B24 A1042 CH₃ F H CF₃ B24 A1043 CH₃ Cl H CF₃ B24 A1044 F CH₃ H CF₃ B24 A1045 Cl CH₃ H CF₃ B24 A1046 H F H CF₃ B24 A1047 H Cl H CF₃ B24 A1048 H Br H CF₃ B24 A1049 H OH H CF₃ B24 A1050 H OCH₃ H CF₃ B24 A1051 H OCHF₂ H CF₃ B24 A1052 H OSO₂CH₃ H CF₃ B24 A1053 H OSO₂CF₃ H CF₃ B24 A1054 H ClCH₂ H CF₃ B24 A1055 H BrCH₂ H CF₃ B24 A1056 H FCH₂ H CF₃ B24 A1057 H CHF₂CH₂ H CF₃ B24 A1058 H CF₃CH₂ H CF₃ B24 A1059 H triazolylmethyl H CF₃ B24 A1060 H CHCl₂CH₂ H CF₃ B24 A1061 H ClCH═CH H CF₃ B24 A1062 H Cl₂C═CH H CF₃ B24 A1063 H CF₃CH═CH H CF₃ B24 A1064 H ClCC H CF₃ B24 A1065 H CH₃C(O) H CF₃ B24 A1066 H phenyl H CF₃ B24 A1067 H SO₂CH₃ H CF₃ B24 A1068 H SO₂CF₃ H CF₃ B24 A1069 H CN H CF₃ B24 A1070 H NO₂ H CF₃ B24 A1071 CH₃ H F CF₃ B24 A1072 CH₃ H Cl CF₃ B24 A1073 CH₃ H Br CF₃ B24 A1074 CH₃ H CN CF₃ B24 A1075 CH₃ H CH₃O CF₃ B24 A1076 CH₃ H CH₃S CF₃ B24 A1077 CH₃ H CH₃SO CF₃ B24 A1078 CH₃ H CH₃SO₂ CF₃ B24

TABLE 9a Compounds of formula Ig: (Ig)

Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 B24 B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083

TABLE 10 Compounds of formula Ih: (Ih)

Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 B24 B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083

TABLE 11 Compounds of formula Ik: (Ik)

Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 B24 B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083

TABLE 12 Compounds of formula Im: (Im)

Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 B24 B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083

TABLE 13 Compounds of formula In: (In)

Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 B24 B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083

TABLE 14 Compounds of formula Io: (Io)

Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 B24 B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083

TABLE 15 Compounds of formula Ip: (Ip)

Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 B24 B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083

TABLE 16 Compounds of formula Iq: (Iq)

Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ Q₃ B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 B15 B16 B17 B18 B19 B20 B21 B22 B23 B24 B25 B26 B27 B28 B29 B30 B31 B32 B33 B34 B35 B36 B37 B38 B39 B40 B41 B42 B43 B44 B45 B46 B47 B48 B49 B50 B51 B52 B53 B54 B55 B56 B57 B58 B59 B60 B61 B62 B63 B64 B65 B66 B67 B68 B69 B70 B71 B72 B73 B74 B75 B76 B77 B78 B79 B80 B81 B82 B83 B84 B85 B86 B87 B88 B89 B90 B91 B92 B93 B94 B95 B96 B97 B98 B99 B100 B101 B102 B103 B104 B105 B106 B107 B108 B109 B110 B111 B112 B113 B114 B115 B116 B117 B118 B119 B120 B121 B122 B123 B124 B125 B126 B127 B128 B129 B130 B131 B132 B133 B134 B135 B136 B137 B138 B139 B140 B141 B142 B143 B144 B145 B146 B147 B148 B149 B150 B151 B152 B153 B154 B155 B156 B157 B158 B159 B160 B161 B162 B163 B164 B165 B166 B167 B168 B169 B170 B171 B172 B173 B174 B175 B176 B177 B178 B179 B180 B181 B182 B183 B184 B185 B186 B187 B188 B189 B190 B191 B192 B193 B194 B195 B196 B197 B198 B199 B200 B201 B202 B203 B204 B205 B206 B207 B208 B209 B210 B211 B212 B213 B214 B215 B216 B217 B218 B219 B220 B221 B222 B223 B224 B225 B226 B227 B228 B229 B230 B231 B232 B233 B234 B235 B236 B237 B238 B239 B240 B241 B242 B243 B244 B245 B246 B247 B248 B249 B250 B251 B252 B253 B254 B255 B256 B257 B258 B259 B260 B261 B262 B263 B264 B265 B266 B267 B268 B269 B270 B271 B272 B273 B274 B275 B276 B277 B278 B279 B280 B281 B282 B283 B284 B285 B286 B287 B288 B289 B290 B291 B292 B293 B294 B295 B296 B297 B298 B299 B300 B301 B302 B303 B304 B305 B306 B307 B308 B309 B310 B311 B312 B313 B314 B315 B316 B317 B318 B319 B320 B321 B322 B323 B324 B325 B326 B327 B328 B329 B330 B331 B332 B333 B334 B335 B336 B337 B338 B339 B340 B341 B342 B343 B344 B345 B346 B347 B348 B349 B350 B351 B352 B353 B354 B355 B356 B357 B358 B359 B360 B361 B362 B363 B364 B365 B366 B367 B368 B369 B370 B371 B372 B373 B374 B375 B376 B377 B378 B379 B380 B381 B382 B383 B384 B385 B386 B387 B388 B389 B390 B391 B392 B393 B394 B395 B396 B397 B398 B399 B400 B401 B402 B403 B404 B405 B406 B407 B408 B409 B410 B411 B412 B413 B414 B415 B416 B417 B418 B419 B420 B421 B422 B423 B424 B425 B426 B427 B428 B429 B430 B431 B432 B433 B434 B435 B436 B437 B438 B439 B440 B441 B442 B443 B444 B445 B446 B447 B448 B449 B450 B451 B452 B453 B454 B455 B456 B457 B458 B459 B460 B461 B462 B463 B464 B465 B466 B467 B468 B469 B470 B471 B472 B473 B474 B475 B476 B477 B478 B479 B480 B481 B482 B483 B484 B485 B486 B487 B488 B489 B490 B491 B492 B493 B494 B495 B496 B497 B498 B499 B500 B501 B502 B503 B504 B505 B506 B507 B508 B509 B510 B511 B512 B513 B514 B515 B516 B517 B518 B519 B520 B521 B522 B523 B524 B525 B526 B527 B528 B529 B530 B531 B532 B533 B534 B535 B536 B537 B538 B539 B540 B541 B542 B543 B544 B545 B546 B547 B548 B549 B550 B551 B552 B553 B554 B555 B556 B557 B558 B559 B560 B561 B562 B563 B564 B565 B566 B567 B568 B569 B570 B571 B572 B573 B574 B575 B576 B577 B578 B579 B580 B581 B582 B583 B584 B585 B586 B587 B588 B589 B590 B591 B592 B593 B594 B595 B596 B597 B598 B599 B600 B601 B602 B603 B604 B605 B606 B607 B608 B609 B610 B611 B612 B613 B614 B615 B616 B617 B618 B619 B620 B621 B622 B623 B624 B625 B626 B627 B628 B629 B630 B631 B632 B633 B634 B635 B636 B637 B638 B639 B640 B641 B642 B643 B644 B645 B646 B647 B648 B649 B650 B651 B652 B653 B654 B655 B656 B657 B658 B659 B660 B661 B662 B663 B664 B665 B666 B667 B668 B669 B670 B671 B672 B773 B774 B775 B776 B777 B778 B779 B780 B781 B782 B783 B784 B785 B786 B787 B788 B789 B790 B791 B792 B793 B794 B795 B796 B797 B798 B799 B800 B801 B802 B803 B804 B805 B806 B807 B808 B809 B810 B811 B812 B813 B814 B815 B816 B817 B818 B819 B820 B821 B822 B823 B824 B825 B826 B827 B828 B829 B830 B831 B832 B833 B834 B835 B836 B837 B838 B839 B840 B841 B842 B843 B844 B845 B846 B847 B848 B849 B850 B851 B852 B853 B854 B855 B856 B857 B858 B859 B860 B861 B862 B863 B864 B865 B866 B867 B868 B869 B870 B871 B872 B873 B874 B875 B876 B877 B878 B879 B880 B881 B882 B883 B884 B885 B886 B887 B888 B889 B890 B891 B892 B893 B894 B895 B896 B897 B898 B899 B900 B901 B902 B903 B904 B905 B906 B907 B908 B909 B910 B911 B912 B913 B914 B915 B916 B917 B918 B919 B920 B921 B922 B923 B924 B925 B926 B927 B928 B929 B930 B931 B932 B933 B934 B935 B936 B937 B938 B939 B940 B941 B942 B943 B944 B945 B946 B947 B948 B949 B950 B951 B952 B953 B954 B955 B956 B957 B958 B959 B960 B961 B962 B963 B964 B965 B966 B967 B968 B969 B970 B971 B972 B973 B974 B975 B976 B977 B978 B979 B980 B981 B982 B983 B984 B985 B986 B987 B988 B989 B990 B991 B992 B993 B994 B995 B996 B997 B998 B999 B1000 B1001 B1002 B1003 B1004 B1005 B1006 B1007 B1008 B1009 B1010 B1011 B1012 B1013 B1014 B1015 B1016 B1017 B1018 B1019 B1020 B1021 B1022 B1023 B1024 B1025 B1026 B1027 B1028 B1029 B1030 B1031 B1032 B1033 B1034 B1035 B1036 B1037 B1038 B1039 B1040 B1041 B1042 B1043 B1044 B1045 B1046 B1047 B1048 B1049 B1050 B1051 B1052 B1053 B1054 B1055 B1056 B1057 B1058 B1059 B1060 B1061 B1062 B1063 B1064 B1065 B1066 B1067 B1068 B1069 B1070 B1071 B1072 B1073 B1074 B1075 B1076 B1077 B1078 B1079 B1080 B1081 B1082 B1083

TABLE 17 Compounds of formula Ir: (Ir)

Q₆ Q₆ Q₆ Q₆ Q₆ Q₆ Q₆ Q₆ Q₆ Q₆ Q₆ Q₆ C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 C13 C14 C15 C16 C17 C18 C19 C20 C21 C22 C23 C24 C25 C26 C27 C28 C29 C30 C31 C32 C33 C34 C35 C36 C37 C38 C39 C40 C41 C42 C43 C44 C45 C46 C47 C48 C49 C50 C51 C52 C53 C54 C55 C56 C57 C58 C59 C60 C61 C62 C63 C64 C65 C66 C67 C68 C69 C70 C71 C72 C73 C74 C75 C76 C77 C78 C79 C80 C81 C82 C83 C84 C85 C86 C87 C88 C89 C90 C91 C92 C93 C94 C95 C96 C97 C98 C99 C100 C101 C102 C103 C104 C105 C106 C107 C108 C109 C110 C111 C112 C113 C114 C115 C116 C117 C118 C119 C120 C121 C122 C123 C124 C125 C126 C127 C128 C129 C130 C131 C132 C133 C134 C135 C136 C137 C138 C139 C140 C141 C142 C143 C144 C145 C146 C147 C148 C149 C150 C151

TABLE 18 Compounds of formula Is: (Is)

Q₇ Q₇ Q₇ Q₇ Q₇ Q₇ Q₇ Q₇ Q₇ Q₇ Q₇ Q₇ D1 D2 D3 D4 D5 D6 D7 D8 D9 D10 D11 D12 D13 D14 D15 D16 D17 D18 D19 D20 D21 D22 D23 D24 D25 D26 D27 D28 D29 D30 D31 D32 D33 D34 D35 D36 D37 D38 D39 D40 D41 D42 D43 D44 D45 D46 D47 D48 D49 D50 D51 D52 D53 D54 D55 D56 D57 D58 D59 D60 D61 D62 D63 D64 D65 D66 D67 D68 D69 D70 D71 D72 D73 D74 D75 D76 D77 D78 D79 D80 D81 D82 D83 D84 D85 D86 D87 D88 D89 D90 D91 D92 D93 D94 D95 D96 D97 D98 D99 D100 D101 D102 D103 D104 D105 D106 D107 D108 D109 D110 D111 D112 D113 D114 D115 D116 D117 D118 D119 D120 D121 D122 D123 D124 D125 D126 D127 D128 D129 D130 D131 D132 D133 D134 D135 D136 D137 D138 D139 D140

TABLE 19 Compounds of formula Iv: (Iv)

Compd. no. R₇₅ E1 CH₂OCH₃ E2 CH₂OC₂H₅ E3 CH₂O-n-propyl E4 CH₂O-isopropyl E5 CH₂O-n-butyl E6 CH₂O-isobutyl E7 CH₂O-tert-butyl E8 (CH₂)₂OCH₃ E9 (CH₂)₂O-ethyl E10 (CH₂)₂O-n-propyl E11 (CH₂)₂O-isopropyl E12 (CH₂)₂O-n-butyl E13 (CH₂)₂O-isobutyl E14 (CH₂)₂O-tert-butyl E15 (CH₂)₂O(CH₂)₂OCH₃ E16 (CH₂)₂O(CH₂)₂OCH₃ E17 C₂H₅

TABLE 20 Physical data for Tables 5 to 19 (figures = m.p. in ° C.): Compound Phys. data Compound Phys. data Compound Phys. data A2 150-151 C46 159-161 A2-B1058  88-89 A3 148-149 C91 141-143 A2-B1066 viscous A4 143-144 C146  99-101 A2-B1067 resinous oil A5  81-82 C149 148-150 A2-B1069 oil A6 148-150 A2-B1  90-92 A2-B1069 viscous oil A7 105-106 A2-B68 120-121 A8-B1  97-98 A8 123-124 A2-B2 resin A7-B1 oil A9  73-74 A2-B90 resin A3-B1  42-44 A10 165-167 A2-B93  95-96 A94-B1  57-58 A15 164-166 A2-B46  61-62 A66-B24  80-82 cis-rac A17  99-100 A2-B46  83-84 A64-B1  49-51 trans-rac A26 143-144 A2-B91 resin A154-B1  94-95 A27 107-108 A2-B1081 oil A6-B1 123-124 A29 173-174 A2-B1082 resin A6-B24 oil A30 178-181 A2-B1083 resin A34-B1  53-54 A31 209-210 A2-B29  87-88 A2-B25 oil A32 145-146 A2-B73 resin A2-B925 oil A34 170-171 A2-B95 106-107 E8  55-56 A64 134-135 A2-B31 151-153 E17  99-101 A94 134-135 A2-B75 amorphous A154 108-110 A2-B24 oil B1057 166-167 A2-B5 resin B1058 crystalline A2-C91 resin B1061 crystalline A2-C146 oil B1063 crystalline A2-B112 resin B1065 oil A2-D140 oil B1066 150-152 A2-B1057 amorphous B1067 122-123 A2-B1063 oil B1069 117-118 A2-B1061 oil B1070 crystalline A2-B133 oil

Compounds of formulae 2.1 and 2.3 to 2.13.c are known by the names imazamox, imazethapyr, imazaquin, imazapyr, dimethenamid, atrazine, terbuthylazine, simazine, terbutyrn, cyanazine, ametryn, terbumeton, prohexadione calcium, sethoxydim, clethodim, tepraloxydim, flumetsulam, metosulam, pyridate, bromoxynil, ioxynil, sulcotrione, carfentrazone, sulfentrazone, isoxaflutole, glufosinate, primisulfuron, prosulfuron, rimsulfuron, halosulfuron, nicosulfuron, ethoxysulfuron, flazasulfuron and thifensulfuron and are described in the Pesticide Manual, eleventh ed., British Crop Protection Council, 1997 under the entry numbers 412, 415, 414, 413, 240, 34, 692, 651, 693, 168, 20, 691, 595, 648, 146, 49, 339, 495, 626, 88, 425, 664, 112, 665, 436, 382, 589, 613, 644, 389, 519, 287, 325 and 704. The compound of formula 2.13 wherein Y₁, Y₃ and Y₄ are methine, Y₂ is C—I, R₇₄ is COOMe, Y₅ is nitrogen, Y₆ is methyl and Y₇ is methoxy is known by the name iodosulfuron (especially the sodium salt) from AGROW No. 296, Jan. 16, 1998, page 22. The compound of formula 2.13 wherein Y₁, Y₂, Y₃ and Y₄ are methine, R₇₄ is trifluoromethyl, Y₅ is nitrogen, Y₆ is trifluoromethyl and Y₇ is methoxy is known by the name tritosulfuron and described in DE-A-40 38 430. The compound of formula 2.13 wherein Y₁ is NH—CHO, Y₂, Y₃ and Y₄ are methine, R₇₄ is CONMe₂, Y₅ is methine and Y₆ and Y₇ are methoxy is described, for example, in WO 95/29899.

The S enantiomer of the compound of formula 2.12 is registered under the CAS-Reg. No. [35597-44-5]. The compound of the general formula 2.2, aRS,1′S(−)N-(1′-methyl-2′-methoxy-ethyl)-N-chloroacetyl-2-ethyl-6-methylaniline, and a compound of the general formula 2.3, (1S,aRS)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)-acetamide, are described, for example, in WO 97/34485. The compound of formula 2.9 wherein R₆₉ is NO₂ is known by the name mesotrione and is described, for example, in U.S. Pat. No. 5,006,158. The compound of formula 2.6 wherein R₆₂ is ethoxy, R₆₃ is fluorine, Y is methine, R₆₄ is methoxycarbonyl, R₆₅ is hydrogen and R₆₆ is chlorine is known by the name cloransulam, for example from AGROW No. 261, Aug. 2, 1996, page 21. The compound of formula 2.6 wherein R₆₂ is methoxy, R₆₃ is hydrogen, Y is C—F, R₆₄ is fluorine, R₆₅ is hydrogen and R₆₆ is fluorine, is known by the name florasulam and described in U.S. Pat. No. 5,163,995.

Furthermore, the following compounds of the composition according to the invention are described in the Pesticide Manual, eleventh ed., British Crop Protection Council, 1997:

Pesticide Manual Compound of formula eleventh ed., (name) Entry No.: 2.14 (metribuzin) 497 2.15 (aclonifen) 8 2.16 (glyphosate) 383 2.17 (bentazone) 65 2.18 (pendimethalin) 557 2.19 (dicamba) 210 2.20 (butylate) 100 2.22 (clomazone) 150 2.23 (2,4-D) 192 2.24 (flumiclorac) 340 2.25 (fluthiacet-methyl) 359 2.26 (flurtamone) 356 2.27 (flumioxazin) 341 2.28 (paraquat) 550 2.29 (azafenidin) 37 2.30 (fluthiamid) 51 2.33 (sulfosate) 383 2.34 (asulam) 33 2.35 (norflurazon) 526 2.36 (terbacil) 689 2.37 (thiazopyr) 702 2.38 (dithiopyr) 259 2.39 (hexazinone) 400 2.40 (diuron) 260 2.41 (MCPA) 455 2.42 (mecoprop) 459 2.43 (tebuthiuron) 683

The compound of formula 2.7 wherein R₆₇ is hydrogen and its preparation are described in U.S. Pat. No. 3,790,571; the compound of formula 2.6 wherein R₆₂ is ethoxy, Z is nitrogen, R₆₃ is fluorine, R₆₄ is chlorine, R₆₅ is hydrogen and R₆₆ is chlorine is described in U.S. Pat. No. 5,498,773. The compound of formula 2.21 and its preparation are described in U.S. Pat. No. 5,183,492; the compound of formula 2.22 is described by the name isoxachlortole in AGROW No. 296 Jan. 16, 1998, page 22. The compound of formula 2.31 is described under the name fentrazamide in The 1997 British Crop Protection Conference—Weeds, Conference Proceedings Vol.1,2-8, pages 67 to 72; the compound of formula 2.32 is described under the name JV 485 (isoxapropazol) in The 1997 British Crop Protection Conference—Weeds, Conference Proceedings Vol.1, 3A-2, pages 93 to 98. The compound of formula 2.44 is known by the name pethoxamid and is described, for example in EP-A-0 206 251. The compound of formula 2.45 is known by the name procarbazone and is described, for example, in EP-A-0 507 171; the compound of formula 2.46 is known by the name fluazolate and is described, for example, in U.S. Pat. No. 5,530,126. The compound of formula 2.47 is known by the name cinidon-ethyl and is described, for example, in DE-A-4 037 840. The compound of formula 2.48 is known by the name benzfendizone and is described, for example, in WO 97/08953. The compound of formula 2.49 is known as diflufenzopyr and is described, for example, in EP-A-0 646 315. The compound of formula 2.50 (amicarbazone) and its preparation are disclosed in DD 298 393 and in U.S. Pat. No. 5,194,085. The compound of formula 2.51 (flufenpyr-ethyl) is described in Abstracts of Papers American Chemical Society, (2000) Vol.220, No. Part 1, pp. AGRO 174.

It is extremely surprising that the combination of the active ingredient of formula I with one or more active ingredients selected from formulae 2.1 to 2.51 exceeds the additive effect on the weeds to be controlled that is to be expected in principle, and thus broadens the range of action of the individual active ingredients especially in two respects: Firstly, the rates of application of the individual compounds of formulae 1 and 2.1 to 2.51 are reduced while a good level of action is maintained and, secondly, the composition according to the invention achieves a high level of weed control also in those cases where the individual substances, in the range of low rates of application, have become unusable from the agronomic standpoint. The result is a considerable broadening of the spectrum of weeds and an additional increase in selectivity in respect of the crops of useful plants, as is necessary and desirable in the event of an unintentional overdose of active ingredient. The composition according to the invention, while retaining excellent control of weeds in crops of useful plants, also enables greater flexibility in succeeding crops.

The composition according to the invention can be used against a large number of agronomically important weeds, such as Stellaria, Nasturtium, Agrostis, Digitaria, Avena, Setaria, Sinapis, Lolium, Solanum, Phaseolus, Echinochloa, Scirpus, Monochoria, Sagittaria, Bromus, Alopecurus, Sorghum halepense, Rottboellia, Cyperus, Abutilon, Sida, Xanthium, Amaranthus, Chenopodium, Ipomoea, Chrysanthemum, Galium, Viola and Veronica. The composition according to the invention is suitable for all methods of application conventionally used in agriculture, e.g. pre-emergence application, post-emergence application and seed dressing. The composition according to the invention is suitable especially for controlling weeds in crops of useful plants, such as cereals, rape, sugar beet, sugar cane, plantation crops, rice, maize and soybeans, and also for non-selective weed control. “Crops” are to be understood to mean also those crops which have been made tolerant to herbicides or classes of herbicides as a result of conventional methods of breeding or genetic engineering. The invention relates also to a method of controlling undesired plant growth in crops of useful plants, which comprises allowing a herbicidally effective amount of a composition according to the invention to act on the crop plant or the locus thereof.

The composition according to the invention comprises the active ingredient of formula I and the active ingredients of formulae 2.1 to 2.51 in any mixing ratio, but usually has an excess of one component over the others. Generally, the mixing ratios (ratios by weight) of the active ingredient of formula I and the mixing partners of formulae 2.1 to 2.51 are from 1:2000 to 2000:1, especially from 200:1 to 1:200. The rate of application may vary within wide limits and depends on the nature of the soil, the method of application (pre- or post-emergence; seed dressing; application to the seed furrow; no tillage application etc.), the crop plant, the weed to be controlled, the prevailing climatic conditions, and other factors governed by the method of application, the time of application and the target crop. The active ingredient mixture according to the invention can generally be applied at a rate of from 1 to 5000 g of active ingredient mixture/ha. The mixtures of the compound of formula I with the compounds of formulae 2.1 to 2.51 may be used in unmodified form, that is to say as obtained in the synthesis. ,Preferably, however, they are formulated in customary manner, together with the adjuvants conventionally used in formulation technology, such as solvents, solid carriers or surfactants, for example into emulsifiable concentrates, a combination of a suspension and an emulsion (suspoemulsion), directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granules or microcapsules. As with the nature of the compositions, the methods of application, such as spraying, atomising, dusting, wetting, scattering or pouring, are chosen in accordance with the intended objectives and the prevailing circumstances.

The formulations, i.e. the compositions, preparations or mixtures comprising the compounds (active ingredients) of formulae 1 and 2.1 to 2.51 and, where appropriate, one or more solid or liquid formulation adjuvants, are prepared in a manner known per se, e.g. by intimately mixing and/or grinding the active ingredients with the formulation adjuvants, e.g. solvents or solid carriers. In addition, surface-active compounds (surfactants) may also be used in the preparation of the formulations.

Examples of solvents and solid carriers are given, for example, in WO 97/34485, page 6.

Depending on the nature of the compound of formula I to be formulated, suitable surface-active compounds are non-ionic, cationic and/or anionic surfactants and surfactant mixtures having good emulsifying, dispersing and wetting properties.

Examples of suitable anionic, non-ionic and cationic surfactants are listed, for example, in WO 97/34485, pages 7 and 8.

Also suitable in the preparation of the herbicidal compositions according to the invention are the surfactants conventionally used in formulation technology, which are described, inter alia, in “McCutcheon's Detergents and Emulsifiers Annual” MC Publishing Corp., Ridgewood N.J., 1981, Stache, H., “Tensid-Taschenbuch”, Carl Hanser Verlag, Munich/Vienna, 1981 and M. and J. Ash, “Encyclopedia of Surfactants”, Vol I-III, Chemical Publishing Co., New York, 1980-81.

The herbicidal formulations usually contain from 0.1 to 99% by weight, especially from 0.1 to 95% by weight, of active ingredient mixture comprising a compound of formula I and the compounds of formulae 2.1 to 2.51, from 1 to 99.9% by weight of a solid or liquid formulation adjuvant, and from 0 to 25% by weight, especially from 0.1 to 25% by weight, of a surfactant.

Whereas commercial products are usually formulated as concentrates, the end user will normally employ dilute formulations. The compositions may also comprise further ingredients, such as stabilisers, e.g. vegetable oils or epoxidised vegetable oils (epoxidised coconut oil, rapeseed oil or soybean oil), antifoams, e.g. silicone oil, preservatives, viscosity regulators, binders, tackifiers, and also fertilisers or other active ingredients. Preferred formulations have especially the following compositions: (%=percent by weight)

Emulsifiable concentrates: active ingredient mixture: 1 to 90%, preferably 5 to 20% surfactant: 1 to 30%, preferably 10 to 20% liquid carrier: 5 to 94%, preferably 70 to 85% Dusts: active ingredient mixture: 0.1 to 10%, preferably 0.1 to 5% solid carrier: 99.9 to 90%, preferably 99.9 to 99% Suspension concentrates: active ingredient mixture: 5 to 75%, preferably 10 to 50% water: 94 to 24%, preferably 88 to 30% surfactant: 1 to 40%, preferably 2 to 30% Wettable powders: active ingredient mixture: 0.5 to 90%, preferably 1 to 80% surfactant: 0.5 to 20%, preferably 1 to 15% solid carrier: 5 to 95%, preferably 15 to 90% Granules: active ingredient mixture: 0.1 to 30%, preferably 0.1 to 15% solid carrier: 99.5 to 70%, preferably 97 to 85% (% = percent by weight)

The following Examples illustrate the invention further, but do not limit the invention.

F1. Emulsifiable concentrates a) b) c) d) active ingredient mixture  5% 10% 25% 50% calcium dodecylbenzenesulfonate  6%  8%  6%  8% castor oil polyglycol ether  4% —  4%  4% (36 mol of ethylene oxide) octylphenol polyglycol ether —  4% —  2% (7-8 mol of ethylene oxide) cyclohexanone — — 10% 20% arom. hydrocarbon mixture 85% 78% 55% 16% C₉-C₁₂

Emulsions of any desired concentration can be obtained from such concentrates by dilution with water.

F2. Solutions a) b) c) d) active ingredient mixture  5% 10% 50% 90% 1-methoxy-3-(3-methoxy- — 20% 20% — propoxy)-propane polyethylene glycol MW 400 20% 10% — — N-methyl-2-pyrrolidone — — 30% 10% arom. hydrocarbon mixture 75% 60% — — C₉-C₁₂

The solutions are suitable for use in the form of microdrops.

F3. Wettable powders a) b) c) d) active ingredient mixture  5% 25% 50% 80% sodium lignosulfonate  4% —  3% — sodium lauryl sulfate  2%  3% —  4% sodium diisobutylnaphthalene- —  6%  5%  6% sulfonate octylphenol polyglycol ether —  1%  2% — (7-8 mol of ethylene oxide) highly dispersed silicic acid  1%  3%  5% 10% kaolin 88% 62% 35% —

The active ingredient is mixed thoroughly with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders which can be diluted with water to give suspensions of any desired concentration.

F4. Coated granules a) b) c) active ingredient mixture 0.1% 5% 15% highly dispersed silicic acid 0.9% 2%  2% inorganic carrier 99.0%  93%  83% (0.1-1 mm) e.g. CaCO₃ or SiO₂

The active ingredient is dissolved in methylene chloride and applied to the carrier by spraying, and the solvent is then evaporated off in vacuo.

F5. Coated granules a) b) c) active ingredient mixture 0.1% 5% 15% polyethylene glycol MW 200 1.0% 2%  3% highly dispersed silicic acid 0.9% 1%  2% inorganic carrier 98.0%  92%  80% (0.1-1 mm) e.g. CaCO₃ or SiO₂

The finely ground active ingredient is uniformly applied, in a mixer, to the carrier moistened with polyethylene glycol. Non-dusty coated granules are obtained in this manner.

F6. Extruder granules a) b) c) d) active ingredient mixture 0.1% 3% 5% 15% sodium lignosulfonate 1.5% 2% 3%  4% carboxymethylcellulose 1.4% 2% 2%  2% kaolin 97.0%  93%  90%  79%

The active ingredient is mixed and ground with the adjuvants, and the mixture is moistened with water. The mixture is extruded and then dried in a stream of air.

F7. Dusts a) b) c) active ingredient mixture  0.1%  1%  5% talcum 39.9% 49% 35% kaolin 60.0% 50% 60%

Ready-to-use dusts are obtained by mixing the active ingredient with the carriers and grinding the mixture in a suitable mill.

F8. Suspension concentrates a) b) c) d) active ingredient mixture   3% 10%  25%   50% ethylene glycol   5% 5% 5%   5% nonylphenol polyglycol ether — 1% 2% — (15 mol of ethylene oxide) sodium lignosulfonate   3% 3% 4%   5% carboxymethylcellulose   1% 1% 1%   1% 37% aqueous formaldehyde 0.2% 0.2%   0.2%   0.2% solution silicone oil emulsion 0.8% 0.8%   0.8%   0.8% water  87% 79%  62%   38%

The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired concentration can be obtained by dilution with water.

It is often more practical for the compound of formula I and the mixing partner or partners of formulae 2.1 to 2.51 to be formulated separately and to be brought together in the desired mixing ratio in the applicator in the form of a “tank mixture” in water shortly before application.

BIOLOGICAL EXAMPLES

A synergistic effect exists whenever the action of the active ingredient combination of compounds of formula 1 and 2.1 to 2.51 is greater than the sum of the actions of the active ingredients applied separately.

The herbicidal action to be expected We for a given combination of two herbicides can be calculated as follows (see COLBY, S. R., “Calculating synergistic and antagonistic response of herbicide combinations”, Weeds 15, pages 20-22,1967):

 We=X+[Y•(100−X)/100]

wherein:

-   -   X=percentage herbicidal action on treatment with the compound of         formula I at a rate of application of p kg per hectare, compared         with the untreated control (=0%).     -   Y=percentage herbicidal action on treatment with a compound of         formula 2.1 to 2.51 at a rate of application of q kg per         hectare, compared with the untreated control.     -   We=expected herbicidal action (percentage herbicidal action         compared with the untreated control) following treatment with         the compounds of formulae 1 and 2.1 to 2.51 at a rate of         application of p+q kg of active ingredient per hectare.

When the action actually observed is greater than the value to be expected We, there is a synergistic effect.

The synergistic effect of the combinations of a compound of formula I with the compounds of formulae 2.1 to 2.51 is demonstrated in the following Examples.

Experiment Description—Pre-emergence Test

Monocotyledonous and dicotyledonous test plants are sown in standard soil in plastics pots. Directly after sowing, the test substances are applied in aqueous suspension by spraying (500 liters of water/ha). The rates of application depend on the optimum doses ascertained under field conditions and greenhouse conditions. The test plants are then grown on in the greenhouse under optimum conditions. The tests are evaluated after 36 days (% action, 100%=plant has died, 0%=no phytotoxic action). Examples of the synergistic action of the compositions according to the invention are given in the following Tables B1 to B6:

Mixture A contains as active ingredients 915 g/liter of the compound of formula 2.2a and 45 g/liter of the compound of formula 3.1.

TABLE B1 Compd. 1.001 Mixture A Compd. 1.001 [25 g/ha] + We according Test plant: [25 g/ha] [900 g/ha] mixture A [900 g/ha] to Colby Sorghum 30 20 90 44 Chenopodium 0 0 100 0 Sida 0 70 100 70

TABLE B2 Compd. 1.001 Mixture A Compd. 1.001 [12.5 g/ha] + We according Test plant: [12.5 g/ha] [900 g/ha] mixture A [900 g/ha] to Colby Sorghum 0 20 80 20 Chenopodium 0 0 95 0 Sida 0 70 95 70

TABLE B3 Compd. 1.001 Mixture A Compd. 1.001 [6.25 g/ha] + We according Test plant: [6.25 g/ha] [900 g/ha] mixture A [900 g/ha] to Colby Sorghum 0 20 70 20 Chenopodium 0 0 95 0 Sida 0 70 95 70

TABLE B4 Compd. 1.001 Mixture A Compd. 1.001 [25 g/ha] + We according Test plant: [25 g/ha] [300 g/ha] mixture A [300 g/ha] to Colby Chenopodium 0 0 90 0 Ipomoea 30 0 100 30 Sida 0 0 40 0

TABLE B5 Compd. 1.001 Mixture A Compd. 1.001 [12.5 g/ha] + We according Test plant: [12.5 g/ha] [300 g/ha] mixture A [300 g/ha] to Colby Chenopodium 0 0 80 0 Ipomoea 0 0 60 0 Sida 0 0 40 0

TABLE B6 Compd. 1.001 Mixture A Compd. 1.001 [6.25 g/ha] + We according Test plant: [6.25 g/ha] [300 g/ha] mixture A [300 g/ha] to Colby Chenopodium 0 0 80 0 Ipomoea 0 0 60 0 Sida 0 0 40 0 Experiment Description—Post-emergence Test

The test plants are grown to the 2- to 3-leaf stage in plastics pots under greenhouse conditions. A standard soil is used as cultivation substrate. At the 2- to 3-leaf stage, the herbicide is applied to the test plants on its own and as a mixture. The application is carried out using an aqueous suspension of the test substances in 500 liters of water/ha. The rates of application depend on the optimum doses ascertained under field conditions and greenhouse conditions. The tests are evaluated after 33 days (% action, 100%=plant has died, 0%=no phytotoxic action). Examples of the synergistic action of the compositions according to the invention are given in the following Tables B7 to B10:

Mixture A contains as active ingredients 915 g/liter of the compound of formula 2.2a and 45 g/liter of the compound of formula 3.1.

TABLE B7 Post-emergence test: Compd. 1.001 Mixture A Compd. 1.001 [12.5 g/ha] + We according Test plant: [12.5 g/ha] [900 g/ha] mixture A [900 g/ha] to Colby Ipomoea 0 0 80 0 Polygonum 0 20 100 20 Xanthium 80 0 100 80

TABLE B8 Post-emergence test: Compd. 1.001 Mixture A Compd. 1.001 [12.5 g/ha] + We according Test plant: [12.5 g/ha] [300 g/ha] mixture A [300 g/ha] to Colby Ipomoea 0 0 80 0 Polygonum 0 0 70 0 Xanthium 80 0 98 80

TABLE B9 Post-emergence test: Compd. 1.001 Mixture A Compd. 1.001 [6.25 g/ha] + We according Test plant: [6.25 g/ha] [900 g/ha] mixture A [900 g/ha] to Colby Ipomoea 0 0 70 0 Polygonum 0 20 70 20 Xanthium 70 0 80 70

TABLE B10 Post-emergence test: Compd. 1.001 Mixture A Compd. 1.001 [6.25 g/ha] + We according Test plant: [6.25 g/ha] [300 g/ha] mixture A [300 g/ha] to Colby Ipomoea 0 0 80 0 Polygonum 0 0 70 0 Xanthium 70 0 70 70

In the following Tables, evaluation is carried out after 14 days:

TABLE B11 Pre-emergence action: Compd. E8 [50 g/ha] + We Compd. E8 Compd. 2.18 compd. 2.18 according Test plant: [50 g/ha] [500 g/ha] [500 g/ha] to Colby Polygonum 50 80 95 90

TABLE B12 Pre-emergence action: Compd. E8 [100 g/ha] + We Compd. E8 Compd. 2.14 compd. 2.14 acording Test plant: [100 g/ha] [250 g/ha] [250 g/ha] to Colby Polygonum 50 50 90 75

TABLE B13 Pre-emergence action: Compd. E8 [100 g/ha] + We Compd. E8 Compd. 2.14 compd. 2.14 according Test plant: [100 g/ha] [125 g/ha] [125 g/ha] to Colby Polygonum 50 30 90 65

TABLE B14 Pre-emergence action: Compound no. 2.13a corresponds to formula 2.13 wherein R₇₄ is —CH₂CH₂CF₃, Y₁, Y₂, Y₃ and Y₄ are each methine, Y₅ is nitrogen and Y₆ is methyl. Compd. E8 [100 g/ha] + We Compd. E8 Compd. 2.13a compd. 2.13a according Test plant: [100 g/ha] [60 g/ha] [60 g/ha] to Colby Polygonum 50 80 95 90

TABLE B15 Pre-emergence action: Compd. E8 [50 g/ha] + We Compd. E8 Compd. 2.30 compd. 2.30 according Test plant: [50 g/ha] [60 g/ha] [60 g/ha] to Colby Polygonum 50 30 90 65

TABLE B16 Pre-emergence action: Compd. E8 [50 g/ha] + We Compd. E8 Compd. 2.21 compd. 2.21 according Test plant: [50 g/ha] [30 g/ha] [30 g/ha] to Colby Polygonum 50 50 100 75

TABLE B17 Pre-emergence action: Compound no. 2.4.a corresponds to formula 2.4 wherein R₅₇ is chlorine, R₅₈ is ethyl and R₅₉ is tert-butyl. Compd. E8 [50 g/ha] + We Compd. E8 Compd. 2.4.a compd. 2.4.a according Test plant: [50 g/ha] [125 g/ha] [125 g/ha] to Colby Polygonum 50 30 85 65

TABLE B18 Pre-emergence action: Compd. Compd. 1.001 1.001 [25 g/ha] + We [25 Compd. 2.2.b compd. 2.2.b according Test plant: g/ha] [300 g/ha] [300 g/ha] to Colby Chenopodium 80 0 95 80 Solanum 80 40 98 88 Cyperus 0 0 50 0

TABLE B19 Pre-emergence action: Compound no. 2.3.a corresponds to formula 2.3 wherein R₅₆ is CH(Me)—CH₂OMe. Compd. Compd. 1.001 1.001 [12.5 g/ha] + We [12.5 Compd. 2.3.a compd. 2.3.a according Test plant: g/ha] [100 g/ha] [100 g/ha] to Colby Chenopodium 80 20 90 84 Solanum 75 60 90 90 Cyperus 0 20 60 20

TABLE B20 Pre-emergence action: Compound no. 2.2.c corresponds to formula 2.2 wherein R₅₃ and R₅₄ are ethyl and R₅₅ is CH₂OMe. Compd. 1.001 Compd. [12.5 g/ha] + We Compd. 1.001 2.2.c compd. 2.2.c according Test plant: [12.5 g/ha] [100 g/ha] [100 g/ha] to Colby Chenopodium 80 20 90 84 Solanum 75 50 95 88 Cyperus 0 0 30 0

TABLE B21 Pre-emergence action: Compound no. 2.2.d corresponds to formula 2.2 wherein R₅₃ is ethyl, R₅₄ is methyl and R₅₅ is CH₂O—CH₂CH₃. Compd. 1.001 Compd. [12.5 g/ha] + Compd. 1.001 2.2.d compd. 2.2.d We according Test plant: [12.5 g/ha] [100 g/ha] [100 g/ha] to Colby Solanum 75 60 95 90

TABLE B22 Pre-emergence action: Compd. 1.001 Compd. [25 g/ha] + Compd. 1.001 2.30 compd. 2.30 We according Test plant: [25 g/ha] [100 g/ha] [100 g/ha] to Colby Cyperus 10 0 60 10

In the following Tables, evaluation is carried out after 31 days:

TABLE B23 Pre-emergence action: Compound no. 2.4.a corresponds to the compound of formula 2.4 wherein R₅₇ is chlorine, R₅₈ is ethyl and R₅₉ is isopropyl. Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.4.a compd. 2.4.a according Test plant: [25 g/ha] [250 g/ha] [250 g/ha] to Colby Polygonum 0 20 80 20

TABLE B24 Pre-emergence action: Compound no. 2.4.b corresponds to the compound of formula 2.4 wherein R₅₇ is chlorine, R₅₈ is ethyl and R₅₉ is ethyl. Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.4.b compd. 2.4.b according Test plant: [25 g/ha] [125 g/ha] [125 g/ha] to Colby Polygonum 0 0 40 0

TABLE B25 Pre-emergence action: Compound no. 2.4.c corresponds to the compound of formula 2.4 wherein R₅₇ is chlorine, R₅₈ is ethyl and R₅₉ is tert-butyl. Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.4.c compd. 2.4.c according Test plant: [25 g/ha] [250 g/ha] [250 g/ha] to Colby Ipomoea 70 0 90 70 Xanthium 80 0 100 80

TABLE B26 Pre-emergence action: Compound no. 2.4.d corresponds to the compound of formula 2.4 wherein R₅₇ is methylthio, R₅₈ is ethyl and R₅₉ is tert-butyl. Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.4.d compd. 2.4.d according Test plant: [25 g/ha] [250 g/ha] [250 g/ha] to Colby Ipomoea 70 0 80 70 Xanthium 80 10 95 82

TABLE B27 Pre-emergence action: Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.14 compd. 2.14 according Test plant: [25 g/ha] [125 g/ha] [125 g/ha] to Colby Ipomoea 70 0 85 70 Xanthium 80 20 100 84

TABLE B28 Pre-emergence action: Compound no. 2.6.a corresponds to the compound of formula 2.6 wherein R₆₂ is hydrogen, R₆₃ is methyl, R₆₄ is fluorine, R₆₅ is hydrogen, Y is nitrogen, Z is methine and R₆₆ is fluorine. Compd. 1.001 Compd. [50 g/ha] + We Compd. 1.001 2.6.a compd. 2.6.a according Test plant: [50 g/ha] [30 g/ha] [30 g/ha] to Colby Polygonum 0 30 90 30

In the following Tables, evaluation is carried out after 21 days:

TABLE B29 Post-emergence action: Compound no. 2.7.a corresponds to the compound of formula 2.7 wherein R₆₇ is —C(O)—S-n-octyl. Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.7.a compd. 2.7.a according Test plant: [25 g/ha] [250 g/ha] [250 g/ha] to Colby Ipomoea 30 10 80 30 Polygonum 75 0 95 75 Xanthium 90 10 100 91

TABLE B30 Post-emergence action: Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.19 compd. 2.19 according Test plant: [25 g/ha] [250 g/ha] [250 g/ha] to Colby Ipomoea 30 60 95 72

TABLE B31 Post-emergence action: Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.16 compd. according Test plant: [25 g/ha] [360 g/ha] 2.16 [360 g/ha] to Colby Ipomoea 30 20 70 46 Polygonum 75 10 90 84

TABLE B32 Post-emergence action: Compd. 1.001 Compd. [12.5 g/ha] + We Compd. 1.001 2.33 compd. according Test plant: [12.5 g/ha] [360 g/ha] 2.33 [360 g/ha] to Colby Polygonum 30 0 90 30

TABLE B33 Post-emergence action: Compound no. 2.12.a corresponds to the compound of formula 2.12 wherein R₇₃ is NH₂. Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.12.a compd. according Test plant: [25 g/ha] [400 g/ha] 2.33 [400 g/ha] to Colby Ipomoea 30 20 90 44

TABLE B34 Post-emergence action: Compd. 1.001 Compd. [12.5 g/ha] + We Compd. 1.001 2.25 compd. according Test plant: [12.5 g/ha] [2 g/ha] 2.25 [2 g/ha] to Colby Ipomoea 30 0 50 30 Polygonum 30 0 40 30

TABLE B35 Post-emergence action: Compound no. 2.1.a corresponds to the compound of formula 2.1 wherein R₅₂ is hydrogen and R₅₁ is ethyl. Compd. 1.001 Compd. [12.5 g/ha] + We Compd. 1.001 2.1.a compd. according Test plant: [12.5 g/ha] [30 g/ha] 2.1.a [30 g/ha] to Colby Polygonum 30 30 70 51

TABLE B36 Post-emergence action: Compound no. 2.1.b corresponds to the compound of formula 2.1 wherein R₅₁ is CH₂OMe and R₅₂ is hydrogen. Compd. 1.001 Compd. [25 g/ha] + We Compd. 1.001 2.1.b compd. according Test plant: [25 g/ha] [30 g/ha] 2.1.b [30 g/ha] to Colby Polygonum 75 30 90 83

In the following Tables, evaluation is carried out after 23 days:

TABLE B37 Pre-emergence action: Compound no. 2.13.b corresponds to formula 2.13 wherein R₇₄ is —COOMe, Y₁, Y₂, Y₃ and Y₄ are each methine, Y₅ is methine and Y₆ and Y₇ are difluoromethoxy. Compd. 1.001 [6 g/ha] + Compd. compd. We Compd. 1.001 2.13.b 2.13.b according Test plant: [6 g/ha] [15 g/ha] [15 g/ha] to Colby Chenopodium 50 70 95 85

TABLE B38 Pre-emergence action: Compd. 1.001 [6 g/ha] + Compd. compd. We Compd. 1.001 2.13.c 2.13.c according Test plant: [6 g/ha] [60 g/ha] [60 g/ha] to Colby Chenopodium 50 10 85 55

TABLE B39 Pre-emergence action: Compound no. 2.13.d corresponds to the compound of formula 2.13 wherein Y₁, Y₂, Y₃ and Y₄ are methine, R₇₄ is trifluoromethyl, Y₅ is nitrogen, Y₆ is trifluoromethyl and Y₇ is methoxy. Compd. 1.001 [6 g/ha] + Compd. compd. We Compd. 1.001 2.13d 2.13.d according to Test plant: [6 g/ha] [7.5 g/ha] [7.5 g/ha] Colby Amaranthus 10 80 95 82

It has surprisingly been shown that special safeners are suitable for mixing with the synergistic composition according to the invention. The present invention accordingly relates also to a herbicidally selective composition for controlling grasses and weeds in crops of useful plants, especially in maize crops, that comprises a compound of formula I, one or more compounds selected from the compounds of formulae 2.1 to 2.51, and a safener (counter agent, antidote), and that protects the useful plants, but not the weeds, against the phytotoxic action of the herbicide, as well as to the use of such a composition in the control of weeds in crops of useful plants.

There is also proposed in accordance with the invention a herbicidally selective composition that, in addition to comprising customary inert formulation adjuvants, such as carriers, solvents and wetting agents, comprises as active ingredient a mixture of

-   a) a herbicidally-synergistically effective amount of a compound of     formula I and one or more compounds selected from the compounds of     formulae 2.1 to 2.51 and -   b) a herbicidally-antagonistically effective amount of a compound     selected from the compound of formula 3.1 -   and the compound of formula 3.2 -   and the compound of formula 3.3 -   and the compound of formula 3.4 -   and the compound of formula 3.5 -   and the compound of formula 3.6 -   and the compound of formula 3.7 -   and the compound of formula 3.8 -   and of formula 3.9     Cl₂CHCON(CH₂CH═CH₂)₂  (3.9), -   and of formula 3.10 -   and of formula 3.11 -   and of formula 3.12 -   and of formula 3.13 -   and of formula 3.14 -   and of formula 3.15 -   and of formula 3.16

The invention relates also to a herbicidally selective herbicidal composition that, in addition to comprising customary inert formulation adjuvants, such as carriers, solvents and wetting agents, comprises as active ingredient a mixture of

-   a) a herbicidally effective amount of a compound of formula I and -   b) a herbicidally-antagonistically effective amount of a compound     selected from the compounds of formulae 3.1, 3.2, 3.3, 3.4, 3.5,     3.6, 3.7, 3.8, 3.9, 3.10, 3.11, 3.12, 3.13, 3.14, 3.15 and 3.16.

Preferred compositions according to the invention comprise as safener a compound selected from the compounds of formulae 3.1, 3.3 and 3.8. Those safeners are especially suitable for compositions according to the invention that comprise the above-mentioned preferred compounds of formula I and optionally of formulae 2.1 to 2.51.

Combinations of compounds of formula I with the compound of formula 3.1 have been shown to be especially effective compositions, with special preference being given to compound no. 1.001 as the compound of formula I. That composition is preferably used together with the compound of formula 2.2a

(2.2a, aRS, 1′S(−)N-(1′-Methyl-2′-methoxyethyl-N-chloroacetyl-2-ethyl-6-methylaniline).

The invention relates also to a method for the selective control of weeds in crops of useful plants, which comprises treating the useful plants, seeds or cuttings thereof, or the area of cultivation thereof, with a herbicidally effective amount of the herbicide of formula I, as appropriate one or more herbicides selected from the compounds of formulae 2.1 to 2.51, and a herbicidally-antagonistically effective amount of a safener of formulae 3.1 to 3.16.

The compounds of formulae 3.1 to 3.16 are known and are described, for example, in the Pesticide Manual, eleventh ed., British Crop Protection Council, 1997 under the entry numbers 61 (formula 3.1, benoxacor), 304 (formula 3.2, fenclorim), 154 (formula 3.3, cloquintocet), 462 (formula 3.4, mefenpyr-diethyl), 377 (formula 3.5, furilazol), 363 (formula 3.8, fluxofenim), 213 (formula 3.9, dichlormid) and 350 (formula 3.10, flurazole). The compound of formula 3.11 is known by the name MON 4660 (Monsanto) and is described, for example, in EP-A-0 436 483.

The compound of formula 3.6 (AC 304 415) is described, for example, in EP-A-0 613 618, and the compound of formula 3.7 in DE-A-2 948 535. The compounds of formula 3.12 are described in DE-A-4 331 448, and the compound of formula 3.13 in DE-A-3 525 205. The compound of formula 3.14 is known, for example, from U.S. Pat. No. 5,215,570 and the compound of formula 3.15 from EP-A-0 929 543. The compound of formula 3.16 is described in WO 99/00020. In addition to the compound of formula 3.16, the other 3-(5-tetrazolylcarbonyl)-2-quinolones described in WO 99/00020, especially the compounds specifically disclosed in Tables 1 and 2 on pages 21 to 29, are suitable for protecting the crop plants against the phytotoxic action of the compounds of formula I.

As crop plants that can be protected by the safeners of formulae 3.1 to 3.16 against the damaging effect of the above-mentioned herbicides there come into consideration especially cereals, cotton, soybeans, sugar beet, sugar cane, plantation crops, rape, maize and rice, more especially maize. “Crops” are to be understood to mean also those crops which have been made tolerant to herbicides or classes of herbicides as a result of conventional methods of breeding or genetic engineering.

The weeds to be controlled may be both monocotyledonous and dicotyledonous weeds, e.g. Stellaria, Agrostis, Digitaria, Avena, Apera, Brachiaria, Phalaris, Setaria, Sinapis, Lolium, Solanum, Echinochloa, Scirpus, Monochoria, Sagittaria, Panicum, Bromus, Alopecurus, Sorghum halepense, Sorghum bicolor, Rottboellia, Cyperus, Abutilon, Sida, Xanthium, Amaranthus, Chenopodium, Ipomoea, Chrysanthemum, Galium, Viola and Veronica.

Areas of cultivation include the areas of ground on which the crop plants are already growing or which have already been sown with the seeds of those crop plants, as well as ground intended for cultivation with such crop plants.

Depending on the intended use, a safener of formula 3.1 to 3.16 can be used in the pretreatment of the seed of the crop plant (dressing of the seeds or cuttings) or can be introduced into the soil before or after sowing. It can, however, also be applied, either alone or together with the herbicide, after emergence of the plants. The treatment of the plants or seeds with the safener can therefore in principle be carried out independently of the time at which the herbicide is applied. The plants can, however, also be treated by simultaneous application of herbicide and safener (e.g. in the form of a tank mixture). The ratio of the rate of application of safener to the rate of application of herbicide depends largely on the method of application. In the case of field treatment, which is carried out either using a tank mixture comprising a combination of safener and herbicide or by separate application of safener and herbicide, the ratio of herbicides to safener is generally from 100:1 to 1:10, preferably from 20:1 to 1:1. In the case of field treatment it is usual to apply from 0.001 to 0.5 kg of safener/ha, preferably from 0.001 to 0.25 kg of safener/ha.

The rate of application of herbicides is generally from 0.001 to 5 kg/ha, but preferably from 0.005 to 0.5 kg/ha. The compositions according to the invention are suitable for all methods of application conventionally used in agriculture, e.g. pre-emergence application, post-emergence application and seed dressing. In the case of seed dressing, generally from 0.001 to 10 g of safener/kg of seed, preferably from 0.05 to 2 g of safener/kg of seed, are applied. When the safener is applied in liquid form shortly before sowing, with soaking of the seeds, then advantageously the safener solutions used contain the active ingredient in a concentration of from 1 to 10,000 ppm, preferably from 100 to 1000 ppm.

For the purpose of application, the safeners of formulae 3.1 to 3.16 or combinations of those safeners with the herbicide of formula I and, as appropriate, one or more herbicides selected from formulae 2.1 to 2.51 are advantageously formulated together with adjuvants customary in formulation technology, e.g. into emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granules or microcapsules.

Such formulations are described, for example, in WO 97/34485, pages 9 to 13. The formulations are prepared in known manner, e.g. by intimately mixing and/or grinding the active ingredients with liquid or solid formulation adjuvants, e.g. solvents or solid carriers. In addition, surface-active compounds (surfactants) can also be used in the preparation of the formulations. Solvents and solid carriers suitable for that purpose are mentioned, e.g., in WO 97/34485, page 6.

Depending on the nature of the compounds of formulae I, 2.1 to 2.51 and 3.1 to,3.16 to be formulated, there come into consideration as surface-active compounds non-ionic, cationic and/or anionic surfactants and surfactant mixtures having good emulsifying, dispersing and wetting properties. Examples of suitable anionic, non-ionic and cationic surfactants are listed, for example, on pages 7 and 8 of WO 97/34485. Also suitable for the preparation of the herbicidal compositions according to the invention are the surfactants conventionally employed in formulation technology, which are described, inter alia, in “McCutcheon's Detergents and Emulsifiers Annual” MC Publishing Corp., Ridgewood N.J., 1981, Stache, H., “Tensid-Taschenbuch”, Carl Hanser Verlag, Munich/Vienna, 1981 and M. and J. Ash, “Encyclopedia of Surfactants”, Vol. I-III, Chemical Publishing Co., New York, 1980-81.

The herbicidal formulations usually contain from 0.1 to 99% by weight, especially from 0.1 to 95% by weight, of active ingredient mixture comprising a compound of formula I, a compound selected from the compounds of formulae 2.1 to 2.51 and the compounds of formulae 3.1 to 3.16, from 1 to 99.9% by weight of a solid or liquid formulation adjuvant and from 0 to 25% by weight, especially from 0.1 to 25% by weight, of a surfactant. Whereas commercial products are usually formulated as concentrates, the end user will normally employ dilute formulations.

The compositions may also comprise further ingredients, such as stabilisers, e.g. vegetable oils or epoxidised vegetable oils (epoxidised coconut oil, rapeseed oil or soybean oil), anti-foams, e.g. silicone oil, preservatives, viscosity regulators, binders, tackifiers, and also fertilisers or other active ingredients. For the use of safeners of formulae 3.1 to 3.16, or of compositions comprising them, in the protection of crop plants against the damaging effects of herbicides of formulae I and 2.1 to 2.51, various methods and techniques come into consideration, such as, for example, the following:

i) Seed Dressing

-   a) Dressing of the seeds with a wettable powder formulation of a     compound of formulae 3.1 to 3.16 by shaking in a vessel until     uniformly distributed over the seed surface (dry dressing). In that     procedure approximately from 1 to 500 g of compound of formulae 3.1     to 3.16 (4 g to 2 kg of wettable powder) are used per 100 kg of     seed. -   b) Dressing of the seeds with an emulsifiable concentrate of a     compound of formulae 3.1 to 3.16 according to method a) (wet     dressing). -   c) Dressing by immersing the seeds for from 1 to 72 hours in a     liquor comprising from 100 to 1000 ppm of a compound of formulae 3.1     to 3.16 and optionally subsequently drying the seeds (immersion     dressing).

Dressing the seed or treating the germinated seedling are naturally the preferred methods of application, because treatment with the active ingredients is directed entirely at the target crop. Generally from 1 to 1000 g of antidote, preferably from 5 to 250 g of antidote, are used per 100 kg of seed, but depending on the methodology, which also enables the addition of other active ingredients or micronutrients, the concentration limits indicated can be varied up or down (repeat dressing).

ii) Application as a Tank Mixture

A liquid formulation of a mixture of antidote and herbicide is used (ratio by weight of the one to the other from 10:1 to 1:100), the rate of application of herbicide being from 0.005 to 5.0 kg per hectare. Such tank mixtures are applied before or after sowing.

iii) Application to the Seed Furrow

The compounds of formulae 3.1 to 3.16 are introduced into the open, sown seed furrow in the form of an emulsifiable concentrate, wettable powder or granules. Once the seed furrow has been covered over, the herbicide is applied in the usual manner in the pre-emergence process.

iv) Controlled Release of Active Ingredient

The compounds of formulae 3.1 to 3.16 are applied in solution to mineral granule carriers or polymerised granules (urea/formaldehyde) and dried. If desired, it is also possible to apply a coating that allows the active ingredient to be released in metered amounts over a specific period of time (coated granules).

Preferred formulations have especially the following compositions: (%=percent by weight)

Emulsifiable concentrates: active ingredient mixture: 1 to 90%, preferably 5 to 20% surfactant: 1 to 30%, preferably 10 to 20% liquid carrier: 5 to 94%, preferably 70 to 85% Dusts: active ingredient mixture: 0.1 to 10%, preferably 0.1 to 5% solid carrier: 99.9 to 90%, preferably 99.9 to 99% Suspension concentrates: active ingredient mixture: 5 to 75%, preferably 10 to 50% water: 94 to 24%, preferably 88 to 30% surfactant: 1 to 40%, preferably 2 to 30% Wettable powders: active ingredient mixture: 0.5 to 90%, preferably 1 to 80% surfactant: 0.5 to 20%, preferably 1 to 15% solid carrier: 5 to 95%, preferably 15 to 90% Granules: active ingredient mixture: 0.1 to 30%, preferably 0.1 to 15% solid carrier: 99.5 to 70%, preferably 97 to 85%

The following Examples illustrate the invention further, but do not limit the invention.

Formulation Examples for Mixtures of Herbicides of Formula I, Optionally Herbicides of Formulae 2.1 to 2.51, and Safeners of Formulae 3.1 to 3.16 (%=Percent by Weight)

F1. Emulsifiable concentrates a) b) c) d) active ingredient mixture  5% 10% 25% 50% calcium dodecylbenzenesulfonate  6%  8%  6%  8% castor oil polyglycol ether  4% —  4%  4% (36 mol of ethylene oxide) octylphenol polyglycol ether —  4% —  2% (7-8 mol of ethylene oxide) cyclohexanone — — 10% 20% aromatic hydrocarbon mixture 85% 78% 55% 16% C₉-C₁₂

Emulsions of any desired concentration can be obtained from such concentrates by dilution with water.

F2. Solutions a) b) c) d) active ingredient mixture  5% 10% 50% 90% 1-methoxy-3-(3-methoxy- — 20% 20% — propoxy)-propane polyethylene glycol MW 400 20% 10% — — N-methyl-2-pyrrolidone — — 30% 10% aromatic hydrocarbon mixture 75% 60% — — C₉-C₁₂

The solutions are suitable for use in the form of microdrops.

F3. Wettable powders a) b) c) d) active ingredient mixture  5% 25% 50% 80% sodium lignosulfonate  4% —  3% — sodium lauryl sulfate  2%  3% —  4% sodium diisobutylnaphthalene- —  6%  5%  6% sulfonate octylphenol polyglycol ether —  1%  2% — (7-8 mol of ethylene oxide) highly dispersed silicic acid  1%  3%  5% 10% kaolin 88% 62% 35% —

The active ingredient is mixed thoroughly with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders which can be diluted with water to give suspensions of any desired concentration.

F4. Coated granules a) b) c) active ingredient mixture 0.1% 5% 15% highly dispersed silicic acid 0.9% 2%  2% inorganic carrier 99.0%  93%  83% (0.1-1 mm) e.g. CaCO₃ or SiO₂

The active ingredient is dissolved in methylene chloride and applied to the carrier by spraying, and the solvent is then evaporated off in vacuo.

F5. Coated granules a) b) c) active ingredient mixture 0.1% 5% 15% polyethylene glycol MW 200 1.0% 2%  3% highly dispersed silicic acid 0.9% 1%  2% inorganic carrier 98.0%  92%  80% (0.1-1 mm) e.g. CaCO₃ or SiO₂

The finely ground active ingredient is uniformly applied, in a mixer, to the carrier moistened with polyethylene glycol. Non-dusty coated granules are obtained in this manner.

F6. Extruder granules a) b) c) d) active ingredient mixture 0.1% 3% 5% 15% sodium lignosulfonate 1.5% 2% 3%  4% carboxymethylcellulose 1.4% 2% 2%  2% kaolin 97.0%  93%  90%  79%

The active ingredient is mixed and ground with the adjuvants, and the mixture is moistened with water. The mixture is extruded and then dried in a stream of air.

F7. Dusts a) b) c) active ingredient mixture  0.1%  1%  5% talcum 39.9% 49% 35% kaolin 60.0% 50% 60%

Ready-to-use dusts are obtained by mixing the active ingredient with the carriers and grinding the mixture in a suitable mill.

F8. Suspension concentrates a) b) c) d) active ingredient mixture   3% 10%  25%   50% ethylene glycol   5% 5% 5%   5% nonylphenol polyglycol ether — 1% 2% — (15 mol of ethylene oxide) sodium lignosulfonate   3% 3% 4%   5% carboxymethylcellulose   1% 1% 1%   1% 37% aqueous formaldehyde 0.2% 0.2%   0.2%    0.2% solution silicone oil emulsion 0.8% 0.8%   0.8%    0.8% water  87% 79%  62%   38%

The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired concentration can be obtained by dilution with water.

It is often more practical for the compounds of formulae I, 2.1 to 2.51 and 3.1 to 3.16 to be formulated separately and then to be brought together in the desired mixing ratio in the applicator in the form of a “tank mixture” in water shortly before application.

The ability of the safeners of formulae 3.1 to 3.16 to protect crop plants against the phytotoxic action of herbicides of formula I is illustrated in the following Examples.

Biological Example: Safening Action

The test plants are grown in plastics pots under greenhouse conditions to the 4-leaf stage. At that stage, the herbicides alone, and the mixtures of the herbicides with the test compounds that are to be tested as safeners, are applied to the test plants. The application is in the form of an aqueous suspension of the test compounds prepared from a 25% wettable powder (Example F3, b)) with 500 liters of water/ha. 4 weeks after application, the phytotoxic action of the herbicides on the crop plants, e.g. maize and cereals, is evaluated using a percentage scale. 100% denotes that the test plant has died, 0% denotes no phytotoxic action.

The results obtained in this test demonstrate that damage to the crop plant caused by the herbicide of formula I in combination with one or more herbicides selected from formulae 2.1 to 2.51 can be significantly reduced by the compounds of formulae 3.1 to 3.16. Examples of the safening action are given in the following Table B40:

TABLE B40 Compd. 1.001 Compd. 1.001 Compd. 1.001 Compd. [50 g/ha] + [50 g/ha] + [50 g/ha] + Test 1.001 compd. 3.3 compd. 3.1 compd. 3.8 plant [50 g/ha] [50 g/ha] [50 g/ha] [50 g/ha] Maize 50 5 5 0 Abutilon 100 100 100 100 Setaria 100 100 100 100

The same results are obtained when the mixtures are formulated in accordance with Examples F1, F2 and F4 to F8. 

1. A herbicidally selective composition that, in addition to comprising customary inert formulation adjuvants, comprises as active ingredient a mixture a) a herbicidally effective amount of a compound of formula Ia

R₄₈ is C₁-C₆alkyl, C₂-C₆alkenyl, C₂-C₆haloalkenyl, C₂-C₆alkynyl, C₂-C₆alkynl, C₃-C₆cycloalkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy-C₁-C₄alkyl or C₁-C₄alkoxy-C₁-C₄alkoxy-C₁-C₄; R₄₉ is hydrogen; R₅₀ C₁-C₆haloalkyl, C₁-C₄alkoxy-C₁-C₄alkyl or C₁-C₄alkoxy-C₁-C₄alkoxy-C₁-C₄; wherein one substituent selected from R₄₈ and R₅₀ can be C₁-C₄alkoxy-C₁-C₄alkyl or C₁-C₄alkoxy-C₁-C₄alkoxy-C₁-C₄alkyl and Q is the group Q₂

 wherein R₂₃ is hydroxy and Y is oxygen, sulfur, a chemical bond or a C₁-C₄alkylene bridge; or an agronomically acceptable salt of such a compound, and b) a synergistically effective amount of one or more compounds selected from a compound of formula 2.1

 wherein R₅₁ is CH₂—OMe, ethyl or hydrogen; R₅₂ is hydrogen or R₅₁ and R₅₂ together are the group —CH═CH—CH═CH—; and a compound of formula 2.2

 wherein R₅₃ is ethyl, R₅₄ is methyl or ethyl and R₅₅ is —CH(Me)-CH₂OMe, <S>—CH(Me)-CH₂OMe, CH₂OMe or CH₂O—CH₂CH₃; and a compound of formula 2.3

 wherein R₅₆ is CH(Me)-CH₂OMe or <S>CH(Me)-CH₂OMe; a compound of formula 2.4

 wherein R₅₇ is chlorine, methoxy or methylthio, R₅₈ is ethyl and R₅₉ is ethyl, isopropyl, —C(CN)(CH₃)— CH₃ or tert-butyl; and a compound of formula 2.6

 wherein R₆₂ is hydrogen, methoxy or ethoxy, R₆₃ is hydrogen, methyl, methoxy or fluorine, R₆₄ is COOMe, fluorine or chlorine, R₆₅ is hydrogen or methyl, Y is methine, C—F or nitrogen, Z is methine or nitrogen and R₆₆ is fluorine or chlorine; and a compound of formula 2.7

 wherein R₆₇ is hydrogen or —C(O)—S-n-octyl; and a compound of formula 2.12

 wherein R₇₃ is NH₂ or <S>NH₂; a compound of formula 2.13

 wherein Y₁ is nitrogen, methine, H—CHO or N-Me, Y₂ is nitrogen, methine or C—I, Y₃ is methine, Y₄ is methine or Y₃ and Y₄ together are sulfur or C—Cl, Y₅ is nitrogen or methine, Y₆ is methyl, difluoromethoxy, trifluoromethyl or methox , Y₇ is methoxy or difluoromethoxy and R₇₄ is CONMe₂, COOMe, COOC₂H₅, trifluoromethyl, CH₂—H₂CF₃ or SO₂CH₂CH₃, or a sodium salt thereof; and the compound of formula 2.13.c

and the compound of formula 2.14

and the compound of formula 2.16

and the compound of formula 2.18

and the compound of formula 2.19

and the compound 2.21

and the compound of formula 2.25

and the compound of formula 2.30

and the compound of formula 2.33


2. A method of controlling undesired plant growth crops of useful plants, which comprises allowing a herbicidally effective amount of a composition according to claim 1 to act on the crop plant or the locus thereof.
 3. A method according to claim 2, wherein the crop plant is maize or sugar cane.
 4. A method according to claim 2, wherein the crops of useful plants are treated with the mentioned composition at rates of application corresponding to a total amount of active ingredient of from 1 to 5000 g per hectare.
 5. A herbicidally selective composition according to claim 1 that, in addition to comprising customary inert formulation adjuvants, such as carriers, solvents and wetting agents, comprises as active ingredient a mixture of a) a herbicidally-synergistically effective amount of a compound of formula (Ia) and one or more compounds selected from the compounds of formulae 2.1 to 2.51 and b) a herbicidally-antagonistically effective amount of a compound selected from the compound of formula 3.1

and the compound of formula 3.2

and the compound of formula 3.3

and the compound of formula 3.4

and the compound of formula 3.5

and the compound of formula 3.6

and the compound of formula 3.7

and the compound of formula 3.8

and of formula 3.9 Cl₂CHCON(CH₂CH═CH₂)₂  (3.9), and of formula 3.10

and of formula 3.11

and of formula 3.12

and of formula 3.13

and of formula 3.14

and of formula 3.15

and of formula 3.16


6. A method for the selective control of weeds and grasses in crops of useful plants, which comprises treating the useful plants, seeds or cuttings thereof, or the area of cultivation thereof, with a herbicidally-synergistically effective amount of a corn position according to claim
 5. 7. A method according to claim 6, wherein the rate of application of herbicides is from 1 to 5000 g/ha and the rate of application of safener is from 0.001 to 0.5 kg/ha.
 8. A method according to claim 6, wherein the crops of useful plants are maize or sugar cane.
 9. A herbicidally selective composition that, in addition to comprising customary inert formulation adjuvants, such as carriers, solvents and wetting agents, comprise as active ingredient a mixture of a) a herbicidally effective amount of a compound of formula (Ia)

 wherein R₄₈ is C₁-C₆alkyl, C₂-C₆alkenyl, C₂-C₆haloalkenyl, C₂-C₆-alkynyl, C₂-C₆haloalkynyl, C₃-C₆cycloalkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy-C₁-C₄alkyl or C₁-C₄alkoxy-C₁-C₄alkyl; R₄₉ is hydrogen; R₅₀ is C₁-C₆haloalkyl, C₁-C₄alkoxy-C₁-C₄alkyl or C₁-C₄alkoxy-C₁-C₄alkoxy-C₁-C₄; wherein one substituent selected from R₄₈ and R₅₀ can be C₁-C₄alkoxy-C₁-C₄alkyl or C₁-C₄alkoxy-C₁-C₄alkoxy-C₁-C₄alkyl and Q is the group Q₂

 wherein R₂₃ is hydroxy and Y is oxygen, sulfur, a chemical bond or a C₁-C₄alkylene bridge; or an agronomically acceptable salt of such a compound, and b) a herbicidally-antagonistically effective amount of a compound selected from the compound of formula 3.1

and the compound of formula 3.2

and the compound of formula 3.3

and the compound of formula 3.4

and the compound of formula 3.5

and the compound of formula 3.6

and the compound of formula 3.7

and the compound of formula 3.8

and of formula 3.9 Cl₂CHCON(CH₂CH═CH₂)₂  (3.9), and of formula 3.10

and of formula 3.11

and of formula 3.12

and of formula 3.13

and of formula 3.14

and of formula 3.15

and of formula 3.16


10. A method for the selective control of weeds and grasses in crops of useful plants, which comprises treating the useful plants, seeds or cuttings thereof, or the area of cultivation thereof, with a herbicidally-synergistically effective amount of a composition according to claim
 9. 